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
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inquiryItems Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------
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inquiryFactory 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
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inquiry3-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
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inquiry1. 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
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inquiryOur 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
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inquiryOur 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
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inquiryOur 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
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inquiryAdvantage : 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
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inquiryOur 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
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inquiryHenan 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
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inquiryCompany 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
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inquiryA 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
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inquiryJ&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
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inquiryProduct 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,
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inquiryGMP 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,
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inquiry3-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
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inquiryOur 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
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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
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
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inquiryStock products, own laboratoryAppearance:White to off-white powder Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai
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inquiryhigh purity,in stock Package:25kg/drum,or as per customers'demand Application:API,Pharmaceutical intermediates Transportation:air,sea,courier
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inquiryJinhua 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
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inquiryAcmec 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
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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
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inquiryAnsciep 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
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inquiry3-cyano-4-isopropoxybenzoic acid methyl ester
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-[(1-methylethyl)oxy]benzoyl chloride
Conditions | Yield |
---|---|
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
methanol
3-cyano-4-isopropoxybenzoic acid methyl ester
Conditions | Yield |
---|---|
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
thiosemicarbazide
5-(5-amino-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]benzonitrile
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
N-hydroxybenzofuran-5-carboximidamide
5-(3-(benzofuran-5-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-isopropoxybenzoic acid
Conditions | Yield |
---|---|
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
3-cyano-4-[(1-methylethyl)oxy]benzoyl chloride
Conditions | Yield |
---|---|
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
methanol
3-cyano-4-isopropoxybenzoic acid methyl ester
Conditions | Yield |
---|---|
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
thiosemicarbazide
5-(5-amino-1,3,4-thiadiazol-2-yl)-2-[(1-methylethyl)oxy]benzonitrile
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
N-hydroxybenzofuran-5-carboximidamide
5-(3-(benzofuran-5-yl)-1,2,4-oxadiazol-5-yl)-2-isopropoxybenzonitrile
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
4-(1,3-dioxolan-2-yl)-N1-hydroxybenzenecarboximidamide
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
N-(3-cyano-4-isopropoxybenzoyloxy)-3-methylisonicotinimidamide
Conditions | Yield |
---|---|
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
(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
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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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