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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities

3-Cyano-4-isopropoxybenzoic acid Manufacturer/High quality/Best price/In stock

Cas:258273-31-3

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------

High purity 258273-31-3 3-Cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Trading Company

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Wuhan Fortuna Chemical Co.,Ltd

Factory supply 3-cyano-4-isopropoxybenzoic acid CAS 258273-31-3 with fast delivery Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediat

Factory supply 3-cyano-4-isopropoxybenzoic acid CAS 258273-31-3 with fast delivery

Cas:258273-31-3

Min.Order:10 Kilogram

FOB Price: $10.0

Type:Trading Company

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Hangzhou Think Chemical Co. Ltd

3-Cyano-4-Isopropoxybenzoic Acid[CAS:258273-31-3] Name: Ozanimod Synonyms: Benzonitrile, 5-[3-[(1S)-2,3-dihydro-1-[(2-hydroxyethyl)aMino]-1H-inden-4-yl]-1,2,4-oxadiazol-5-yl]-2-(1-Methylethoxy)- (fr

High purity 3-Cyano-4-Isopropoxybenzoic Acid

Cas:258273-31-3

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Other

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

3-cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be

3-CYANO-4-ISOPROPOXYBENZOIC ACID CAS:258273-31-3

Cas:258273-31-3

Min.Order:1 Kilogram

FOB Price: $30.0 / 40.0

Type:Trading Company

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Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 6 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

3-CYANO-4-ISOPROPOXYBENZOIC ACID 258273-31-3

Cas:258273-31-3

Min.Order:1 Metric Ton

FOB Price: $500.0

Type:Lab/Research institutions

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LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the

Benzoic acid,3-cyano-4-(1-methylethoxy)-/ LIDE PHARMA- Factory supply / Best price

Cas:258273-31-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

3-Cyano-4-isopropoxybenzoic acid 99%

Cas:258273-31-3

Min.Order:1 Kilogram

FOB Price: $154.0 / 165.0

Type:Trading Company

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Benzoic acid,3-cyano-4-(1-methylethoxy)-

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Triumph International Development Limilted

Appearance:White solid Storage:In stock Package:As customer request Application:Pharmaceutical Intermedaite Transportation:By Sea/Air/Courier Port:Shanghai

3-Cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

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Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

3-CYANO-4-ISOPROPOXY-BENZOIC ACID

Cas:258273-31-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

3-CYANO-4-ISOPROPOXYBENZOIC ACID

Cas:258273-31-3

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Benzoic acid,3-cyano-4-(1-methylethoxy)-

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

5-(1-hydroxyvinyl)-2-isopropoxybenzonitrile

Cas:258273-31-3

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

3-CYANO-4-ISOPROPOXYBENZOICACID

Cas:258273-31-3

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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Shanghai Minstar Chemical Co., Ltd

3-CYANO-4-ISOPROPOXYBENZOIC ACID Basic information Product Name: 3-CYANO-4-ISOPROPOXYBENZOIC ACID Synonyms: 3-CYANO-4-ISOPROPOXYBENZOIC ACID;3-cyano-4-(propan-2-yloxy)benzoic acid;5-(1-hydroxyvinyl)-2-isopropoxybenzonitrile;3-Cyano-4-isopropoxy

3-CYANO-4-ISOPROPOXYBENZOIC ACID

Cas:258273-31-3

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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HANGZHOU YUNUO CHEMICAL CO.,LTD

Our company advantages: 1 The highest quality with the competitive price. 2、 Professional human services. 3、 The fastest and safest delivery service. 4、Our old customers all around the world. 5、 The high purity products. 6、We have a suf

3-Cyano-4-isopropoxybenzoic acid Manufacturer/High quality/Best price/In stock

Cas:258273-31-3

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

3-Cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

3-CYANO-4-ISOPROPOXYBENZOIC ACID

Cas:258273-31-3

Min.Order:1 Kilogram

Negotiable

Type:Other

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Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

3-cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

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Win-Win chemical Co.Ltd

Stock products, own laboratoryAppearance:White to off-white powder Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

3-Cyano-4-propan-2-yloxybenzoic acid cas no. 258273-31-3 98%

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

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GIHI CHEMICALS CO.,LIMITED

high purity,in stock Package:25kg/drum,or as per customers'demand Application:API,Pharmaceutical intermediates Transportation:air,sea,courier

3-Cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

JINHUA HUAYI CHEMICAL CO., LTD.

Jinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands

3-Cyano-4-Isopropoxybenzoic Acid

Cas:258273-31-3

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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Shanghai Acmec Biochemical Technology Co., Ltd.

Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea

Acmec 3-Cyano-4-isopropoxybenzoic acid 100g

Cas:258273-31-3

Min.Order:1 bottle

Negotiable

Type:Lab/Research institutions

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Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

high purity Storage:normal temperature Package:DRUM Application:mainly for medical use for R&Dpurpose use only Transportation:AIR,SEA Port:BEIJING,SHANGHAI,TIANJIN,SHENZHEN

3-CYANO-4-ISOPROPOXYBENZOIC ACID

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Koning Pharmchem Co., Ltd.

KONING PHARMCHEM CO., LTD. has committed itself to a strategy of providing a unique service for companies involved in the manufacture of pharmaceuticals, healthcare products, food, cosmetics and other fine chemicals. Our products including but not li

3-Cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Trading Company

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Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

3-Cyano-4-isopropoxybenzoic acid

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Guangdong Juda Chemical Industrial Co.,Limited

Appearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

3-cyano-4-isopropoxybenzoic acid CAS No.258273-31-3

Cas:258273-31-3

Min.Order:0

Negotiable

Type:Trading Company

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Synthetic route

3-cyano-4-isopropoxybenzoic acid methyl ester
213598-11-9

3-cyano-4-isopropoxybenzoic acid methyl ester

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Stage #1: methyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With ethanol; sodium hydroxide In tetrahydrofuran at 20℃; for 4h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
92%
With ethanol; sodium hydroxide In tetrahydrofuran at 20℃; for 4h;92%
Stage #1: methyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With potassium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 16h;
Stage #2: With hydrogenchloride In water for 2h;
87%
3-bromo-4-hydroxy-benzoic acid
14348-41-5

3-bromo-4-hydroxy-benzoic acid

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C
2.1: 1-methyl-pyrrolidin-2-one / 16 h / 200 °C
3.1: water; lithium hydroxide / 1,4-dioxane / 1.5 h / 30 °C
3.2: 20 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / 20 °C
2: potassium carbonate / acetonitrile / Reflux
3: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
4: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: hydrogenchloride / water / 20 °C
2.1: potassium carbonate / acetonitrile / Reflux
3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
4.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
4.2: pH 4 - 5
View Scheme
1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate
1034689-05-8

1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1-methyl-pyrrolidin-2-one / 16 h / 200 °C
2.1: water; lithium hydroxide / 1,4-dioxane / 1.5 h / 30 °C
2.2: 20 °C
View Scheme
1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate
1261173-10-7

1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Stage #1: 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With water; lithium hydroxide In 1,4-dioxane at 30℃; for 1.5h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃;
Stage #1: 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With water; sodium hydroxide In isopropyl alcohol at 20℃;
Stage #2: With hydrogenchloride In water pH=~ 2;
Stage #1: 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With water; sodium hydroxide In isopropyl alcohol at 20℃;
Stage #2: With hydrogenchloride In water pH=2;
methyl 3-iodo-4-hydroxybenzoate
15126-06-4

methyl 3-iodo-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere
3: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: copper(l) cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
1.2: 12 h / 90 °C / Cooling with ice
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH 4 - 5
View Scheme
Multi-step reaction with 3 steps
1: sodium cyanide / N,N-dimethyl-formamide / 18 h / 105 °C
2: potassium carbonate / N,N-dimethyl-formamide / 14 h / 90 °C
3: sodium hydroxide; ethanol / tetrahydrofuran / 4 h / 20 °C
View Scheme
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Iodine monochloride; acetic acid / 20 - 65 °C
2: sodium cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere
4: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: Iodine monochloride / acetic acid / 65 °C
2.1: copper(l) cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
2.2: 12 h / 90 °C / Cooling with ice
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH 4 - 5
View Scheme
Multi-step reaction with 4 steps
1: acetic acid; Iodine monochloride / 24.6 h / 20 - 65 °C
2: sodium cyanide / N,N-dimethyl-formamide / 18 h / 105 °C
3: potassium carbonate / N,N-dimethyl-formamide / 14 h / 90 °C
4: sodium hydroxide; ethanol / tetrahydrofuran / 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: magnesium chloride / dichloromethane / 44 °C / Large scale
2: hydroxylamine hydrochloride; acetyl chloride / N,N-dimethyl-formamide; acetonitrile / 2 h / 80 °C / Large scale
3: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 80 °C / Large scale
4: sodium hydroxide / tetrahydrofuran / 1 h / 60 °C / Large scale
View Scheme
methyl 3-cyano-4-hydroxybenzoate
156001-68-2

methyl 3-cyano-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere
2: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 80 °C
2: sodium hydroxide / methanol; water / 2 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 90 °C
2: sodium hydroxide; ethanol / tetrahydrofuran / 4 h / 20 °C
View Scheme
methyl 3-bromo-4-hydroxybenzoate
29415-97-2

methyl 3-bromo-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile / Reflux
2: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
3: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / acetonitrile / Reflux
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH 4 - 5
View Scheme
Multi-step reaction with 3 steps
1: copper(l) iodide / N,N-dimethyl-formamide / 120 °C
2: potassium carbonate / N,N-dimethyl-formamide / 80 °C
3: sodium hydroxide / methanol; water / 2 h / 25 °C
View Scheme
3-cyano-4-fluorobenzoic acid methyl ester
676602-31-6

3-cyano-4-fluorobenzoic acid methyl ester

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 20 °C / Cooling with ice
1.2: 16 h / 50 °C
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH ~ 2
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 17 h / 20 - 50 °C / Cooling with ice
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH 2
View Scheme
3-cyano-4-fluorobenzoic acid
171050-06-9

3-cyano-4-fluorobenzoic acid

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / 80 - 90 °C
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 20 °C / Cooling with ice
2.2: 16 h / 50 °C
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH ~ 2
View Scheme
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / 90 °C
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 17 h / 20 - 50 °C / Cooling with ice
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH 2
View Scheme
methyl 3-bromo-4-isopropoxybenzoate
213598-10-8

methyl 3-bromo-4-isopropoxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
2: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH 4 - 5
View Scheme
methyl 3-formyl-4-hydroxybenzoate
24589-99-9

methyl 3-formyl-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydroxylamine hydrochloride; acetyl chloride / N,N-dimethyl-formamide; acetonitrile / 2 h / 80 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 80 °C / Large scale
3: sodium hydroxide / tetrahydrofuran / 1 h / 60 °C / Large scale
View Scheme
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

3-cyano-4-[(1-methylethyl)oxy]benzoyl chloride
1072948-37-8

3-cyano-4-[(1-methylethyl)oxy]benzoyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;100%
With oxalyl dichloride; N,N-dimethyl-formamide at 20℃; for 4h; Product distribution / selectivity;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h;100%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

methanol
67-56-1

methanol

3-cyano-4-isopropoxybenzoic acid methyl ester
213598-11-9

3-cyano-4-isopropoxybenzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; methanol With diazomethyl-trimethyl-silane In dichloromethane at 0 - 20℃; for 1.8h;
Stage #2: With acetic acid In dichloromethane at 20℃;
100%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

thiosemicarbazide
79-19-6

thiosemicarbazide

5-(5-amino-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]benzonitrile
1258440-55-9

5-(5-amino-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]benzonitrile

Conditions
ConditionsYield
With trichlorophosphate at 90℃; for 3h;99%
Stage #1: 3-cyano-4-isopropoxybenzoic acid; thiosemicarbazide With trichlorophosphate at 90℃; for 3h;
Stage #2: With sodium hydroxide In water at 35℃; pH=10; Cooling with ice;
99%
Stage #1: 3-cyano-4-isopropoxybenzoic acid; thiosemicarbazide With trichlorophosphate at 90℃; for 3h;
Stage #2: With sodium hydroxide at 35℃; pH=10; Cooling with ice;
99%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

1,1-dimethylethyl 8-[(hydroxyamino)(imino)methyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate
1167416-24-1

1,1-dimethylethyl 8-[(hydroxyamino)(imino)methyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

1,1-dimethylethyl 8-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate
1167416-65-0

1,1-dimethylethyl 8-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Heating;92%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

N-((3 -cyano-4-isopropoxybenzoyl)oxy)-3 -ethoxy-1H-indene-7-carboximidamide

N-((3 -cyano-4-isopropoxybenzoyl)oxy)-3 -ethoxy-1H-indene-7-carboximidamide

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide for 0.583333h;
90%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In water; N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In water; N,N-dimethyl-formamide for 0.583333h;
90%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide for 0.583333h;
90%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

N-((3-cyano-4-isopropoxybenzoyl)oxy)-3-ethoxy-1H-indene-7-carboximidamide

N-((3-cyano-4-isopropoxybenzoyl)oxy)-3-ethoxy-1H-indene-7-carboximidamide

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide for 0.583333h;
90%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide at 20℃; for 0.583333h;
90%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

tert-butyl 3-(N'-hydroxycarbamimidoyl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate
1333996-58-9

tert-butyl 3-(N'-hydroxycarbamimidoyl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate

tert-butyl 3-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate
1333996-60-3

tert-butyl 3-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: tert-butyl 3-(N'-hydroxycarbamimidoyl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate In N,N-dimethyl-formamide at 20 - 100℃; for 17.5h;
88%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide

2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide

5-(3-(2-chloro-4-(1,3-dioxolan-2-yl)phenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

5-(3-(2-chloro-4-(1,3-dioxolan-2-yl)phenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; 2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide With potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With benzotriazol-1-ol In N,N-dimethyl-formamide at 110℃; for 2h; Inert atmosphere;
87%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide In N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere;
87%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide

4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide

5-(3-(4-(1,3-dioxolan-2-yl)-2-fluorophenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

5-(3-(4-(1,3-dioxolan-2-yl)-2-fluorophenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; 4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide With potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With benzotriazol-1-ol In N,N-dimethyl-formamide at 110℃; for 2h; Inert atmosphere;
81.7%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide In N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere;
81.7%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

N-{(1S)-1-[(4-bromophenyl)methyl]-3-hydroxypropyl}-3-cyano-4-[(1-methylethyl)oxy]benzamide

N-{(1S)-1-[(4-bromophenyl)methyl]-3-hydroxypropyl}-3-cyano-4-[(1-methylethyl)oxy]benzamide

Conditions
ConditionsYield
Stage #1: (3S)-3-amino-4-(4-bromophenyl)-1-butanol hydrochloride With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) for 0.05h;
Stage #2: 3-cyano-4-isopropoxybenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In DMF (N,N-dimethyl-formamide) at 20℃; for 1.5h;
Stage #3: With water In DMF (N,N-dimethyl-formamide)
78%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

N-hydroxybenzofuran-5-carboximidamide
1307231-09-9

N-hydroxybenzofuran-5-carboximidamide

5-(3-(benzofuran-5-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile
1307230-52-9

5-(3-(benzofuran-5-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: N-hydroxybenzofuran-5-carboximidamide In N,N-dimethyl-formamide at 20 - 85℃;
69%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

(S)-1-azido-N’-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(S)-1-azido-N’-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(S)-5-(3-(1-azido-2,3-dihydro-1H-inden-4-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

(S)-5-(3-(1-azido-2,3-dihydro-1H-inden-4-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: (S)-1-azido-N’-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide In N,N-dimethyl-formamide at 115℃; for 24h; Reagent/catalyst; Solvent;
69%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

tert-butyl (1S)-4-[(E)-N’-hydroxycarbamimidoyl]-2,3-dihydro-1H-inden-1-yl N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

tert-butyl (1S)-4-[(E)-N’-hydroxycarbamimidoyl]-2,3-dihydro-1H-inden-1-yl N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

tert-butyl(1S)-4-[5-[3-cyano-4-(propan-2-yloxy)phenyl]-1,2,4-oxadiazol-3-yl]-2,3-dihydro-1H-inden-1-yl-N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

tert-butyl(1S)-4-[5-[3-cyano-4-(propan-2-yloxy)phenyl]-1,2,4-oxadiazol-3-yl]-2,3-dihydro-1H-inden-1-yl-N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1,2-dichloro-ethane In N,N-dimethyl-formamide at 20 - 85℃; for 1.5h;67%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

(1S)-1-({2-[(tert-butyldimethylsilyl)oxy]ethyl}[(S)-2-methylpropane-2-sulfinyl]amino)-N-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(1S)-1-({2-[(tert-butyldimethylsilyl)oxy]ethyl}[(S)-2-methylpropane-2-sulfinyl]amino)-N-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

5-{3-[(1S)-1-[(2-hydroxyethyl)amino]-2,3-dihydro-1H-inden-4-yl]-1,2,4-oxadiazol-5-yl}-2-(propan-2-yloxy)benzonitrile hydrochloride

5-{3-[(1S)-1-[(2-hydroxyethyl)amino]-2,3-dihydro-1H-inden-4-yl]-1,2,4-oxadiazol-5-yl}-2-(propan-2-yloxy)benzonitrile hydrochloride

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; (1S)-1-({2-[(tert-butyldimethylsilyl)oxy]ethyl}[(S)-2-methylpropane-2-sulfinyl]amino)-N-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In toluene at 20 - 90℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 0 - 90℃; for 1h; Solvent;
63.6%
3-cyano-4-isopropoxybenzoic acid methyl ester
213598-11-9

3-cyano-4-isopropoxybenzoic acid methyl ester

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Stage #1: methyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With ethanol; sodium hydroxide In tetrahydrofuran at 20℃; for 4h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
92%
With ethanol; sodium hydroxide In tetrahydrofuran at 20℃; for 4h;92%
Stage #1: methyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With potassium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 16h;
Stage #2: With hydrogenchloride In water for 2h;
87%
3-bromo-4-hydroxy-benzoic acid
14348-41-5

3-bromo-4-hydroxy-benzoic acid

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: caesium carbonate / N,N-dimethyl-formamide / 16 h / 80 °C
2.1: 1-methyl-pyrrolidin-2-one / 16 h / 200 °C
3.1: water; lithium hydroxide / 1,4-dioxane / 1.5 h / 30 °C
3.2: 20 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / 20 °C
2: potassium carbonate / acetonitrile / Reflux
3: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
4: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: hydrogenchloride / water / 20 °C
2.1: potassium carbonate / acetonitrile / Reflux
3.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
4.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
4.2: pH 4 - 5
View Scheme
1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate
1034689-05-8

1-methylethyl 3-bromo-4-[(1-methylethyl)oxy]benzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1-methyl-pyrrolidin-2-one / 16 h / 200 °C
2.1: water; lithium hydroxide / 1,4-dioxane / 1.5 h / 30 °C
2.2: 20 °C
View Scheme
1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate
1261173-10-7

1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Stage #1: 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With water; lithium hydroxide In 1,4-dioxane at 30℃; for 1.5h;
Stage #2: With hydrogenchloride In 1,4-dioxane; water at 20℃;
Stage #1: 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With water; sodium hydroxide In isopropyl alcohol at 20℃;
Stage #2: With hydrogenchloride In water pH=~ 2;
Stage #1: 1-methylethyl 3-cyano-4-[(1-methylethyl)oxy]benzoate With water; sodium hydroxide In isopropyl alcohol at 20℃;
Stage #2: With hydrogenchloride In water pH=2;
methyl 3-iodo-4-hydroxybenzoate
15126-06-4

methyl 3-iodo-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere
3: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: copper(l) cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
1.2: 12 h / 90 °C / Cooling with ice
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH 4 - 5
View Scheme
Multi-step reaction with 3 steps
1: sodium cyanide / N,N-dimethyl-formamide / 18 h / 105 °C
2: potassium carbonate / N,N-dimethyl-formamide / 14 h / 90 °C
3: sodium hydroxide; ethanol / tetrahydrofuran / 4 h / 20 °C
View Scheme
methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Iodine monochloride; acetic acid / 20 - 65 °C
2: sodium cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere
4: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: Iodine monochloride / acetic acid / 65 °C
2.1: copper(l) cyanide / N,N-dimethyl-formamide / 24 h / 120 °C / Inert atmosphere
2.2: 12 h / 90 °C / Cooling with ice
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH 4 - 5
View Scheme
Multi-step reaction with 4 steps
1: acetic acid; Iodine monochloride / 24.6 h / 20 - 65 °C
2: sodium cyanide / N,N-dimethyl-formamide / 18 h / 105 °C
3: potassium carbonate / N,N-dimethyl-formamide / 14 h / 90 °C
4: sodium hydroxide; ethanol / tetrahydrofuran / 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: magnesium chloride / dichloromethane / 44 °C / Large scale
2: hydroxylamine hydrochloride; acetyl chloride / N,N-dimethyl-formamide; acetonitrile / 2 h / 80 °C / Large scale
3: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 80 °C / Large scale
4: sodium hydroxide / tetrahydrofuran / 1 h / 60 °C / Large scale
View Scheme
methyl 3-cyano-4-hydroxybenzoate
156001-68-2

methyl 3-cyano-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere
2: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 80 °C
2: sodium hydroxide / methanol; water / 2 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 90 °C
2: sodium hydroxide; ethanol / tetrahydrofuran / 4 h / 20 °C
View Scheme
methyl 3-bromo-4-hydroxybenzoate
29415-97-2

methyl 3-bromo-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile / Reflux
2: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
3: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / acetonitrile / Reflux
2.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH 4 - 5
View Scheme
Multi-step reaction with 3 steps
1: copper(l) iodide / N,N-dimethyl-formamide / 120 °C
2: potassium carbonate / N,N-dimethyl-formamide / 80 °C
3: sodium hydroxide / methanol; water / 2 h / 25 °C
View Scheme
3-cyano-4-fluorobenzoic acid methyl ester
676602-31-6

3-cyano-4-fluorobenzoic acid methyl ester

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 20 °C / Cooling with ice
1.2: 16 h / 50 °C
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH ~ 2
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hexamethyldisilazane / tetrahydrofuran / 17 h / 20 - 50 °C / Cooling with ice
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH 2
View Scheme
3-cyano-4-fluorobenzoic acid
171050-06-9

3-cyano-4-fluorobenzoic acid

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / 80 - 90 °C
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 20 °C / Cooling with ice
2.2: 16 h / 50 °C
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH ~ 2
View Scheme
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / 90 °C
2.1: sodium hexamethyldisilazane / tetrahydrofuran / 17 h / 20 - 50 °C / Cooling with ice
3.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
3.2: pH 2
View Scheme
methyl 3-bromo-4-isopropoxybenzoate
213598-10-8

methyl 3-bromo-4-isopropoxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
2: sodium hydroxide / methanol / 16 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / N,N-dimethyl-formamide / 120 °C / Inert atmosphere
2.1: sodium hydroxide; water / isopropyl alcohol / 20 °C
2.2: pH 4 - 5
View Scheme
methyl 3-formyl-4-hydroxybenzoate
24589-99-9

methyl 3-formyl-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydroxylamine hydrochloride; acetyl chloride / N,N-dimethyl-formamide; acetonitrile / 2 h / 80 °C / Large scale
2: potassium carbonate / N,N-dimethyl-formamide; acetonitrile / 80 °C / Large scale
3: sodium hydroxide / tetrahydrofuran / 1 h / 60 °C / Large scale
View Scheme
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

3-cyano-4-[(1-methylethyl)oxy]benzoyl chloride
1072948-37-8

3-cyano-4-[(1-methylethyl)oxy]benzoyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;100%
With oxalyl dichloride; N,N-dimethyl-formamide at 20℃; for 4h; Product distribution / selectivity;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h;100%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

methanol
67-56-1

methanol

3-cyano-4-isopropoxybenzoic acid methyl ester
213598-11-9

3-cyano-4-isopropoxybenzoic acid methyl ester

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; methanol With diazomethyl-trimethyl-silane In dichloromethane at 0 - 20℃; for 1.8h;
Stage #2: With acetic acid In dichloromethane at 20℃;
100%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

thiosemicarbazide
79-19-6

thiosemicarbazide

5-(5-amino-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]benzonitrile
1258440-55-9

5-(5-amino-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]benzonitrile

Conditions
ConditionsYield
With trichlorophosphate at 90℃; for 3h;99%
Stage #1: 3-cyano-4-isopropoxybenzoic acid; thiosemicarbazide With trichlorophosphate at 90℃; for 3h;
Stage #2: With sodium hydroxide In water at 35℃; pH=10; Cooling with ice;
99%
Stage #1: 3-cyano-4-isopropoxybenzoic acid; thiosemicarbazide With trichlorophosphate at 90℃; for 3h;
Stage #2: With sodium hydroxide at 35℃; pH=10; Cooling with ice;
99%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

1,1-dimethylethyl 8-[(hydroxyamino)(imino)methyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate
1167416-24-1

1,1-dimethylethyl 8-[(hydroxyamino)(imino)methyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

1,1-dimethylethyl 8-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate
1167416-65-0

1,1-dimethylethyl 8-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; Heating;92%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

N-((3 -cyano-4-isopropoxybenzoyl)oxy)-3 -ethoxy-1H-indene-7-carboximidamide

N-((3 -cyano-4-isopropoxybenzoyl)oxy)-3 -ethoxy-1H-indene-7-carboximidamide

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide for 0.583333h;
90%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In water; N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In water; N,N-dimethyl-formamide for 0.583333h;
90%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide for 0.583333h;
90%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide

N-((3-cyano-4-isopropoxybenzoyl)oxy)-3-ethoxy-1H-indene-7-carboximidamide

N-((3-cyano-4-isopropoxybenzoyl)oxy)-3-ethoxy-1H-indene-7-carboximidamide

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide for 0.583333h;
90%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-ethoxy-N-hydroxy-1H-indene-7-carboximidamide In N,N-dimethyl-formamide at 20℃; for 0.583333h;
90%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

tert-butyl 3-(N'-hydroxycarbamimidoyl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate
1333996-58-9

tert-butyl 3-(N'-hydroxycarbamimidoyl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate

tert-butyl 3-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate
1333996-60-3

tert-butyl 3-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: tert-butyl 3-(N'-hydroxycarbamimidoyl)-4-methyl-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxylate In N,N-dimethyl-formamide at 20 - 100℃; for 17.5h;
88%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide

2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide

5-(3-(2-chloro-4-(1,3-dioxolan-2-yl)phenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

5-(3-(2-chloro-4-(1,3-dioxolan-2-yl)phenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; 2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide With potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With benzotriazol-1-ol In N,N-dimethyl-formamide at 110℃; for 2h; Inert atmosphere;
87%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 2-chloro-4-(1,3-dioxolan-2-yl)-N′-hydroxybenzimidamide In N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere;
87%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide

4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide

5-(3-(4-(1,3-dioxolan-2-yl)-2-fluorophenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

5-(3-(4-(1,3-dioxolan-2-yl)-2-fluorophenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; 4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide With potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With benzotriazol-1-ol In N,N-dimethyl-formamide at 110℃; for 2h; Inert atmosphere;
81.7%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 4-(1,3-dioxolan-2-yl)-2-fluoro-N′-hydroxybenzimidamide In N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere;
81.7%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

N-{(1S)-1-[(4-bromophenyl)methyl]-3-hydroxypropyl}-3-cyano-4-[(1-methylethyl)oxy]benzamide

N-{(1S)-1-[(4-bromophenyl)methyl]-3-hydroxypropyl}-3-cyano-4-[(1-methylethyl)oxy]benzamide

Conditions
ConditionsYield
Stage #1: (3S)-3-amino-4-(4-bromophenyl)-1-butanol hydrochloride With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) for 0.05h;
Stage #2: 3-cyano-4-isopropoxybenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In DMF (N,N-dimethyl-formamide) at 20℃; for 1.5h;
Stage #3: With water In DMF (N,N-dimethyl-formamide)
78%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

N-hydroxybenzofuran-5-carboximidamide
1307231-09-9

N-hydroxybenzofuran-5-carboximidamide

5-(3-(benzofuran-5-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile
1307230-52-9

5-(3-(benzofuran-5-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere;
Stage #2: N-hydroxybenzofuran-5-carboximidamide In N,N-dimethyl-formamide at 20 - 85℃;
69%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

(S)-1-azido-N’-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(S)-1-azido-N’-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(S)-5-(3-(1-azido-2,3-dihydro-1H-inden-4-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

(S)-5-(3-(1-azido-2,3-dihydro-1H-inden-4-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: (S)-1-azido-N’-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide In N,N-dimethyl-formamide at 115℃; for 24h; Reagent/catalyst; Solvent;
69%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

tert-butyl (1S)-4-[(E)-N’-hydroxycarbamimidoyl]-2,3-dihydro-1H-inden-1-yl N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

tert-butyl (1S)-4-[(E)-N’-hydroxycarbamimidoyl]-2,3-dihydro-1H-inden-1-yl N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

tert-butyl(1S)-4-[5-[3-cyano-4-(propan-2-yloxy)phenyl]-1,2,4-oxadiazol-3-yl]-2,3-dihydro-1H-inden-1-yl-N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

tert-butyl(1S)-4-[5-[3-cyano-4-(propan-2-yloxy)phenyl]-1,2,4-oxadiazol-3-yl]-2,3-dihydro-1H-inden-1-yl-N-[2-[(tert-butyldimethylsilyl)oxy]ethyl]carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1,2-dichloro-ethane In N,N-dimethyl-formamide at 20 - 85℃; for 1.5h;67%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

(1S)-1-({2-[(tert-butyldimethylsilyl)oxy]ethyl}[(S)-2-methylpropane-2-sulfinyl]amino)-N-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(1S)-1-({2-[(tert-butyldimethylsilyl)oxy]ethyl}[(S)-2-methylpropane-2-sulfinyl]amino)-N-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide

5-{3-[(1S)-1-[(2-hydroxyethyl)amino]-2,3-dihydro-1H-inden-4-yl]-1,2,4-oxadiazol-5-yl}-2-(propan-2-yloxy)benzonitrile hydrochloride

5-{3-[(1S)-1-[(2-hydroxyethyl)amino]-2,3-dihydro-1H-inden-4-yl]-1,2,4-oxadiazol-5-yl}-2-(propan-2-yloxy)benzonitrile hydrochloride

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; (1S)-1-({2-[(tert-butyldimethylsilyl)oxy]ethyl}[(S)-2-methylpropane-2-sulfinyl]amino)-N-hydroxy-2,3-dihydro-1H-indene-4-carboximidamide With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In toluene at 20 - 90℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 0 - 90℃; for 1h; Solvent;
63.6%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

4-(1,3-dioxolan-2-yl)-N1-hydroxybenzenecarboximidamide
852691-00-0

4-(1,3-dioxolan-2-yl)-N1-hydroxybenzenecarboximidamide

5-(3-(4-(1,3-dioxolan-2-yl)phenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

5-(3-(4-(1,3-dioxolan-2-yl)phenyl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid; 4-(1,3-dioxolan-2-yl)-N1-hydroxybenzenecarboximidamide With potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With benzotriazol-1-ol In N,N-dimethyl-formamide at 110℃; for 2h; Inert atmosphere;
59.7%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 4-(1,3-dioxolan-2-yl)-N1-hydroxybenzenecarboximidamide In N,N-dimethyl-formamide at 110℃; for 4h; Inert atmosphere;
59.7%
With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;53.1%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

tert-butyl 5-(N-hydroxycarbamimidoyl)-1H-indole-1-carboxylate
1233500-95-2

tert-butyl 5-(N-hydroxycarbamimidoyl)-1H-indole-1-carboxylate

tert-butyl 5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-1H-indole-1-carboxylate
1307231-08-8

tert-butyl 5-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-1H-indole-1-carboxylate

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; for 1.5h; Inert atmosphere;
Stage #2: tert-butyl 5-(N-hydroxycarbamimidoyl)-1H-indole-1-carboxylate In N,N-dimethyl-formamide at 20℃; for 1h;
59%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

1,1-dimethylethyl 7-[(hydroxyamino)(imino)methyl]-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate
1167415-97-5

1,1-dimethylethyl 7-[(hydroxyamino)(imino)methyl]-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate

1,1-dimethylethyl 7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate
1167416-00-3

1,1-dimethylethyl 7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: 1,1-dimethylethyl 7-[(hydroxyamino)(imino)methyl]-1,3,4,5-tetrahydro-2H-2-benzazepine-2-carboxylate In N,N-dimethyl-formamide at 20 - 90℃; for 21h;
46%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20 - 90℃;
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

N-hydroxy-3-methylisonicotinimidamide

N-hydroxy-3-methylisonicotinimidamide

N-(3-cyano-4-isopropoxybenzoyloxy)-3-methylisonicotinimidamide
1307231-29-3

N-(3-cyano-4-isopropoxybenzoyloxy)-3-methylisonicotinimidamide

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: N-hydroxy-3-methylisonicotinimidamide In N,N-dimethyl-formamide
45%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

(R)-N,5-dihydroxy-5,6,7,8-tetrahydronaphthalene-1-carboximidamide
1307230-79-0

(R)-N,5-dihydroxy-5,6,7,8-tetrahydronaphthalene-1-carboximidamide

(R)-5-(3-(5-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile
1307230-03-0

(R)-5-(3-(5-hydroxy-5,6,7,8-tetrahydronaphthalen-1-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.5h;
Stage #2: (R)-N,5-dihydroxy-5,6,7,8-tetrahydronaphthalene-1-carboximidamide In N,N-dimethyl-formamide at 20 - 90℃; for 16h;
42.4%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

(S)-N,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(S)-N,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide

(S)-5-(3-(1-hydroxy-2,3-dihydro-1H-inden-4-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

(S)-5-(3-(1-hydroxy-2,3-dihydro-1H-inden-4-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 16h;
Stage #2: (S)-N,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide In N,N-dimethyl-formamide at 20 - 85℃; for 20h;
40%
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

1,1-dimethylethyl 5-hydroxyamino(imino)methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate
1165923-57-8

1,1-dimethylethyl 5-hydroxyamino(imino)methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

1,1-dimethylethyl 5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate
1165923-65-8

1,1-dimethylethyl 5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Conditions
ConditionsYield
Stage #1: 3-cyano-4-isopropoxybenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5h;
Stage #2: 1,1-dimethylethyl 5-hydroxyamino(imino)methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate With dmap; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20 - 95℃; for 19h;
37%
Stage #1: 3-cyano-4-isopropoxybenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5h;
Stage #2: 1,1-dimethylethyl 5-hydroxyamino(imino)methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate With dmap; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20 - 95℃; for 19h;
3-cyano-4-isopropoxybenzoic acid
258273-31-3

3-cyano-4-isopropoxybenzoic acid

1,1-dimethylethyl 7-[(hydroxyamino)(imino)methyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate
1167416-58-1

1,1-dimethylethyl 7-[(hydroxyamino)(imino)methyl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

1,1-dimethylethyl 7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate
1167416-59-2

1,1-dimethylethyl 7-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20 - 120℃; for 36h;31%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20 - 120℃;

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