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Yangzhou Qinyuan Pharmatech Co.,Ltd

Cas no. 641569-94-0 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Nilotinib Intermediates Our products are high quality, good price, quick delivery time and we supply all customers best service in the long-term cooperation as below

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:100 Gram

Negotiable

Type:Trading Company

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Hangzhou Maytime Bio-Tech Co.,Ltd.

Top supplier for Nilotinib intermediates 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid 641569-94-0 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

High quality Nilotinib intermediate CAS:641569-94-0

Cas:641569-94-0

Min.Order:1 Kilogram

Negotiable

Type:Other

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Hangzhou Johoo Chemical Co., Ltd

High quality products. Always supply highest grade to you. Purity:≥98% Reasonable & Competitive Price. Huge capacity determines the lowest shared cost. The more you buy the more competitive prices you will get. The sincerest and most pro

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Nilotinib’s intermediate

Cas:641569-94-0

Min.Order:1 Metric Ton

FOB Price: $5.5 / 10.5

Type:Trading Company

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid Manufacturer/High quality/Best price/In stock

Cas:641569-94-0

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality 4-Methyl-3-[[4-(3-Pyridinyl)-2-Pyrimidinyl]Amino]Benzoic Acid supplier in China

Cas:641569-94-0

Min.Order:0 Metric Ton

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Type:Manufacturers

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Jinan Finer Chemical Co., Ltd

Product description: Product name 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid CAS number 641569-94-0 Assay ≥98% Appearance White solid Capacity 200mt/year Appl

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:10 Gram

FOB Price: $12.0

Type:Lab/Research institutions

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Hangzhou Think Chemical Co. Ltd

HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketing & distribution, thinkchem specializes in exporting pharmace

4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzoic acid

Cas:641569-94-0

Min.Order:1 Kilogram

FOB Price: $540.0

Type:Other

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

ANQING CHICO PHARMACEUTICAL CO.,LTD.

High quality. Factory supply. In stock. Best price.1.Quick response within 24 hours;2.Best quality in your requirement;?3.We pay more attention on delivery time, and usually ship on time;4.Under the premise of safety and effectiveness, we can produce

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:0

Negotiable

Type:Trading Company

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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

4-Methyl-3-{[4-(3-pyridinyl)-2-pyrimidinyl]-amino}-benzoic acid (COOH=1)

Cas:641569-94-0

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Sinoway Industrial Co., Ltd.

Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c

High quality Nilotinib intermediate CAS:641569-94-0

Cas:641569-94-0

Min.Order:1 Kilogram

FOB Price: $400.0

Type:Trading Company

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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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Henan Tianfu Chemical Co., Ltd.

Competitive Price High Quality Fast Delivery custom-made Welcome to Henan Tianfu Chemical Co., Ltd. website. Our company engages in Sodium Tripolyphosphate (STPP) and Sodium Hexametabphosphate (SHMP) production; development of noble me

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid 641569-94-0

Cas:641569-94-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:1 Kilogram

FOB Price: $100.0 / 150.0

Type:Trading Company

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 641569-94-0 with competitive price

Cas:641569-94-0

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

TIANFUCHEM--4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:Powder Storage:Store in sealed containers at cool & d

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Benzoic acid,4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]- 641569-94-0

Cas:641569-94-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Qingdao Beluga Import and Export Co., LTD

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid CAS: 641569-94-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid CAS: 641569-94-0

Cas:641569-94-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

Benzoic acid,4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-

Cas:641569-94-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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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,4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-

Cas:641569-94-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

4-Methyl-3-[[4-(3-Pyridinyl)-2-Pyrimidinyl]Amino]Benzoic Acid

Cas:641569-94-0

Min.Order:0

Negotiable

Type:Manufacturers

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Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

4-Methyl-3-[[4-(3-pyridinyl)-2-pyriMidinyl]aMino]benzoic acid

Cas:641569-94-0

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

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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

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

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Hangzhou Fonlynn Health Technology Co., Ltd.

Packing: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Transportation:Express/Sea/Air Port:Ningbo/Shanghai/Qingd

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:0

Negotiable

Type:Trading Company

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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,4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-

Cas:641569-94-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Chemlyte Solutions

Chemlyte Solutions believe that customers and suppliers deserve much more than what traditional distributors can offer. To grow in today s fast-paced and increasingly competitive market it is essential to be able to quickly adapt to market forces eff

Featured products 4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:100 Metric Ton

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Type:Other

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Shanghai Massive Chemical Technology Co., Ltd.

Massive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid/High quality/Best price

Cas:641569-94-0

Min.Order:1 Gram

FOB Price: $1.0

Type:Lab/Research institutions

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Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzoic acid

Cas:641569-94-0

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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Synthetic route

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzonitrile

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzonitrile

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 100℃; for 5h;92%
4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid ethyl ester

4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid ethyl ester

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 45℃; for 2h;90%
With sodium hydroxide In ethanol; water at 45 - 50℃; for 4h;87%
Stage #1: 4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid ethyl ester With sodium hydroxide In ethanol; water at 45℃; for 2.5h;
Stage #2: With hydrogenchloride In ethanol; water for 1.5h;
Stage #1: 4-methyl-3-[[4-(3-pyridyl)-2-pyrimidinyl]amino]benzoic acid ethyl ester With sodium hydroxide In methanol; dichloromethane at 20℃;
Stage #2: With water
With ethanol; water; sodium hydroxide at 45 - 50℃;
butyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate

butyl 4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 12h;90%
N-(2-methyl-5-nitrophenyl)guanidinium hydrochloride
1207534-99-3

N-(2-methyl-5-nitrophenyl)guanidinium hydrochloride

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one
55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Stage #1: N-(2-methyl-5-nitrophenyl)guanidinium hydrochloride; 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one With potassium carbonate In propan-1-ol for 24h; Reflux;
Stage #2: With sodium hydroxide In propan-1-ol
Stage #3: With hydrogenchloride In propan-1-ol
87%
methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate
917392-54-2

methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
With water; lithium hydroxide In methanol at 20℃; for 8h;60%
Stage #1: methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate With sodium hydroxide; water; butan-1-ol for 0.5h; Heating / reflux;
Stage #2: With hydrogenchloride; water; butan-1-ol
Stage #1: methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate With sodium hydroxide; water; butan-1-ol for 0.5h; Heating / reflux;
Stage #2: With hydrogenchloride; water In butan-1-ol at 20℃;
Stage #1: methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate With sodium hydroxide; water In butan-1-ol for 0.5h; Heating / reflux;
Stage #2: With hydrogenchloride In water; butan-1-ol at 20℃;
With water; potassium hydroxide at 60℃; Reagent/catalyst;5.63 g
3-guanidino-4-methylbenzoic acid methyl ester
1025716-98-6

3-guanidino-4-methylbenzoic acid methyl ester

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one
55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

A

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

B

methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate
917392-54-2

methyl 4-methyl-3 -[[4-(pyridin-3-yl)pyrimidin-2-yl]amino]benzoate

Conditions
ConditionsYield
Stage #1: 3-guanidino-4-methylbenzoic acid methyl ester; 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one With sodium hydroxide; ethanol for 16h; Heating / reflux;
Stage #2: With hydrogenchloride; water pH=~ 3 - 4;
3-amino-p-toluic acid
2458-12-0

3-amino-p-toluic acid

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: sulfuric acid / 12 h / Reflux; Inert atmosphere
2: hydrogenchloride / ethanol; water / 15 h / Reflux
3: ammonium nitrate / 0.5 h / 0 °C
4: sodium hydroxide / butan-1-ol / 72 h / Reflux; Inert atmosphere
5: sodium hydroxide / ethanol; water / 4 h / 45 - 50 °C
View Scheme
3-amino-4-methylbenzoic acid ethyl ester
41191-92-8

3-amino-4-methylbenzoic acid ethyl ester

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride / ethanol; water / 15 h / Reflux
2: ammonium nitrate / 0.5 h / 0 °C
3: sodium hydroxide / butan-1-ol / 72 h / Reflux; Inert atmosphere
4: sodium hydroxide / ethanol; water / 4 h / 45 - 50 °C
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride / ethanol; water
1.2: 1.5 h / 70 °C
2.1: potassium carbonate / propan-1-ol / 24 h / Reflux
3.1: sodium hydroxide / dichloromethane; methanol / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride / toluene; ethanol; water / Reflux
1.2: 1 h / 5 - 10 °C
2.1: sodium hydroxide / iso-butanol / Reflux
3.1: sodium hydroxide; water; ethanol / 45 - 50 °C
View Scheme
3-guanidino-4-methylbenzoic acid ethyl ester nitrate
641569-96-2

3-guanidino-4-methylbenzoic acid ethyl ester nitrate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / butan-1-ol / 72 h / Reflux; Inert atmosphere
2: sodium hydroxide / ethanol; water / 4 h / 45 - 50 °C
View Scheme
C11H15N3O2
641569-95-1

C11H15N3O2

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium nitrate / 0.5 h / 0 °C
2: sodium hydroxide / butan-1-ol / 72 h / Reflux; Inert atmosphere
3: sodium hydroxide / ethanol; water / 4 h / 45 - 50 °C
View Scheme
3-[(aminoiminomethyl)amino]-4-methylbenzoic acid methylester mononitrate
1025716-99-7

3-[(aminoiminomethyl)amino]-4-methylbenzoic acid methylester mononitrate

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one
55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Stage #1: 3-[(aminoiminomethyl)amino]-4-methylbenzoic acid methylester mononitrate; 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one With sodium hydroxide In butan-1-ol for 12h; Inert atmosphere; Reflux;
Stage #2: With water; sodium hydroxide In butan-1-ol at 25 - 125℃; for 0.333333h;
Stage #3: With hydrogenchloride In water; butan-1-ol at 25 - 35℃; for 1h;
8.7 g
methyl-3-pyridylketone
350-03-8

methyl-3-pyridylketone

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 2 h / 25 - 80 °C / Inert atmosphere
2.1: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Reflux
2.2: 0.33 h / 25 - 125 °C
2.3: 1 h / 25 - 35 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium methylate / toluene / 16 h / 25 °C
1.2: 1 h
2.1: potassium carbonate / propan-1-ol / 24 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: o-xylene / 6 h / Reflux
2: potassium carbonate / propan-1-ol / 24 h / Reflux
View Scheme
3-amino-4-methyl benzoic acid methyl ester
18595-18-1

3-amino-4-methyl benzoic acid methyl ester

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / ethanol; water / 6 h / 25 - 85 °C / Inert atmosphere
1.2: 0.75 h / 0 - 5 °C
2.1: sodium hydroxide / butan-1-ol / 12 h / Inert atmosphere; Reflux
2.2: 0.33 h / 25 - 125 °C
2.3: 1 h / 25 - 35 °C
View Scheme
Multi-step reaction with 3 steps
1.1: nitric acid / water; butan-1-ol / 16 h / Heating / reflux
2.1: sodium hydroxide / butan-1-ol / 12 h / Heating / reflux
3.1: sodium hydroxide; water; butan-1-ol / 0.5 h / Heating / reflux
3.2: 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: nitric acid / water; butan-1-ol
1.2: 16 h / Heating / reflux
2.1: sodium hydroxide / butan-1-ol / 12 h / Heating / reflux
3.1: sodium hydroxide; water / butan-1-ol / 0.5 h / Heating / reflux
3.2: 20 °C
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / ethanol / 8 h / 70 °C
2: potassium hydroxide / propan-1-ol / 17 °C / Reflux
3: potassium hydroxide; water / 60 °C
View Scheme
Multi-step reaction with 4 steps
1: triethylamine / methanol; dichloromethane / 24 h / 40 °C
2: dichloromethane / 12 h / 20 °C
3: sodium hydroxide / 36 h / 110 - 120 °C
4: lithium hydroxide; water / methanol; tetrahydrofuran / 12 h / 20 °C
View Scheme
3-[(aminoiminomethyl)amino]-4-methylbenzoic acid methylester mononitrate
1025716-99-7

3-[(aminoiminomethyl)amino]-4-methylbenzoic acid methylester mononitrate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / butan-1-ol / 12 h / Heating / reflux
2.1: sodium hydroxide; water; butan-1-ol / 0.5 h / Heating / reflux
2.2: 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide / butan-1-ol / 12 h / Heating / reflux
2.1: sodium hydroxide; water / butan-1-ol / 0.5 h / Heating / reflux
2.2: 20 °C
View Scheme
3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one
55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / butan-1-ol / 12 h / Heating / reflux
2.1: sodium hydroxide; water; butan-1-ol / 0.5 h / Heating / reflux
2.2: 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide / butan-1-ol / 12 h / Heating / reflux
2.1: sodium hydroxide; water / butan-1-ol / 0.5 h / Heating / reflux
2.2: 20 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide / tert-butyl alcohol / 85 °C
2: copper(l) iodide; potassium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere
3: sodium hydroxide / ethanol; water / 2 h / 45 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / propan-1-ol / 24 h / Reflux
2: sodium hydroxide / dichloromethane; methanol / 20 °C
View Scheme
3-bromo-4-methylbenzoic acid
7697-26-9

3-bromo-4-methylbenzoic acid

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 5 h / 75 °C
2: copper(l) iodide; potassium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere
3: sodium hydroxide / ethanol; water / 2 h / 45 °C
View Scheme
ethyl 3-bromo-4-methylbenzoate
147962-81-0

ethyl 3-bromo-4-methylbenzoate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) iodide; potassium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere
2: sodium hydroxide / ethanol; water / 2 h / 45 °C
View Scheme
4-pyridin-3-ylpyrimidin-2-ylamine
66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: copper(l) iodide; potassium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 20 h / 100 °C / Inert atmosphere
2: sodium hydroxide / ethanol; water / 2 h / 45 °C
View Scheme
C11H15N3O2*ClH

C11H15N3O2*ClH

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / propan-1-ol / 24 h / Reflux
2: sodium hydroxide / dichloromethane; methanol / 20 °C
View Scheme
3-pyridylboronic acid
1692-25-7

3-pyridylboronic acid

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / tetrahydrofuran; water / 12 h / 85 °C / Inert atmosphere
2: caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 100 °C / Inert atmosphere
3: sodium hydroxide; water / ethanol / 5 h / 100 °C
View Scheme
2-chloro-4-(pyridin-3-yl)pyrimidine
483324-01-2

2-chloro-4-(pyridin-3-yl)pyrimidine

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / 1,4-dioxane / 100 °C / Inert atmosphere
2: sodium hydroxide; water / ethanol / 5 h / 100 °C
View Scheme
5-cyano-2-methylaniline
60710-80-7

5-cyano-2-methylaniline

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / methanol; dichloromethane / 24 h / 50 °C
2: dichloromethane / 12 h / 20 °C
3: sodium hydroxide / butan-1-ol / 24 h / 120 °C
4: sodium hydroxide; water / ethanol / 5 h / 100 °C
View Scheme
methyl 3-(2,3-bis( tert-butoxycarbonyl)guanidino)-4-methylbenzonitrile

methyl 3-(2,3-bis( tert-butoxycarbonyl)guanidino)-4-methylbenzonitrile

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dichloromethane / 12 h / 20 °C
2: sodium hydroxide / butan-1-ol / 24 h / 120 °C
3: sodium hydroxide; water / ethanol / 5 h / 100 °C
View Scheme
1-(5-cyano-2-methylphenyl)guanidine trifluoroacetate

1-(5-cyano-2-methylphenyl)guanidine trifluoroacetate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / butan-1-ol / 24 h / 120 °C
2: sodium hydroxide; water / ethanol / 5 h / 100 °C
View Scheme
methyl-3-(2,3-bis(tert-butoxycarbonyl)guanidino)-4-methylbenzoate

methyl-3-(2,3-bis(tert-butoxycarbonyl)guanidino)-4-methylbenzoate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dichloromethane / 12 h / 20 °C
2: sodium hydroxide / 36 h / 110 - 120 °C
3: lithium hydroxide; water / methanol; tetrahydrofuran / 12 h / 20 °C
View Scheme
methyl 3-guanidino-4-methylbenzoate trifluoroacetate

methyl 3-guanidino-4-methylbenzoate trifluoroacetate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / 36 h / 110 - 120 °C
2: lithium hydroxide; water / methanol; tetrahydrofuran / 12 h / 20 °C
View Scheme
ethyl 4-methyl-3-nitro-benzoate
19013-15-1

ethyl 4-methyl-3-nitro-benzoate

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: palladium 10% on activated carbon; ammonium formate / methanol / Heating
2.1: hydrogenchloride / toluene; ethanol; water / Reflux
2.2: 1 h / 5 - 10 °C
3.1: sodium hydroxide / iso-butanol / Reflux
4.1: sodium hydroxide; water; ethanol / 45 - 50 °C
View Scheme
4-methyl-3-nitrobenzoic acid
96-98-0

4-methyl-3-nitrobenzoic acid

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: p-Toluic acid / toluene / Reflux
2.1: palladium 10% on activated carbon; ammonium formate / methanol / Heating
3.1: hydrogenchloride / toluene; ethanol; water / Reflux
3.2: 1 h / 5 - 10 °C
4.1: sodium hydroxide / iso-butanol / Reflux
5.1: sodium hydroxide; water; ethanol / 45 - 50 °C
View Scheme
3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
641571-11-1

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

nilotinib
641571-10-0

nilotinib

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h; Product distribution / selectivity;
94%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.25h;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 3h;
Stage #3: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water at 80℃; pH=11 - 12; Product distribution / selectivity;
94%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In 1-methyl-pyrrolidin-2-one at 60℃; for 1.5h;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In 1-methyl-pyrrolidin-2-one at 90℃; for 0.5h;
90%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

2-(trifluoromethyl)-1,4-phenylenediamine
364-13-6

2-(trifluoromethyl)-1,4-phenylenediamine

C24H19F3N6O
1089725-67-6

C24H19F3N6O

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In tetrahydrofuran for 0.5h; Inert atmosphere; Cooling with ice;
Stage #2: 2-(trifluoromethyl)-1,4-phenylenediamine In tetrahydrofuran at 0 - 20℃; for 24.5h; Inert atmosphere;
93%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

C12H10F3N3O2

C12H10F3N3O2

C29H22F3N7O3

C29H22F3N7O3

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In N,N-dimethyl-formamide92%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

N-methyl-N-methoxy-4-methyl-3-[(4-pyridin-3-yl-pyrimidin-2-yl)amino]benzamide

N-methyl-N-methoxy-4-methyl-3-[(4-pyridin-3-yl-pyrimidin-2-yl)amino]benzamide

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.5h;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 20℃; for 6h;
89.52%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; for 6h;60%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-butyl (4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamate

tert-butyl (4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine In toluene at 100℃; for 12h;87%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline hydrochloride
917391-26-5

3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline hydrochloride

nilotinib
641571-10-0

nilotinib

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride at 45 - 50℃; for 2h;
Stage #2: 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline hydrochloride With sodium hydroxide In water at 25 - 30℃; for 2h; pH=8 - 9;
85%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

(2S,6R)-2,6-dimethyl-4-(5-aminopyridin-2-yl)morpholine

(2S,6R)-2,6-dimethyl-4-(5-aminopyridin-2-yl)morpholine

N-(6-((2S,6R)-2,6-dimethylmorpholin-4-yl)pyridin-3-yl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

N-(6-((2S,6R)-2,6-dimethylmorpholin-4-yl)pyridin-3-yl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: (2S,6R)-2,6-dimethyl-4-(5-aminopyridin-2-yl)morpholine In N,N-dimethyl-formamide at 0 - 25℃; for 12h;
78%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

benzyl alcohol
100-51-6

benzyl alcohol

benzyl (4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamate

benzyl (4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamate

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With diphenyl phosphoryl azide; triethylamine In toluene at 100℃; for 12h;
Stage #2: benzyl alcohol for 12h; Reflux;
72%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

3-(4-ethyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

3-(4-ethyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

C29H24F3N7O

C29H24F3N7O

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In toluene at 80℃; for 5h;
Stage #2: 3-(4-ethyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In acetonitrile at 80℃; for 7h;
69%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

Propargylamine
2450-71-7

Propargylamine

4-methyl-N-(prop-2-ynyl-3-(4-pyridin-3-yl)pyrimidin-2-ylamino)benzamide
1204575-26-7

4-methyl-N-(prop-2-ynyl-3-(4-pyridin-3-yl)pyrimidin-2-ylamino)benzamide

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 0.0833333h;
Stage #2: Propargylamine In N,N-dimethyl-formamide for 2h;
67%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

3-(3-oxo-4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

3-(3-oxo-4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

4-methyl-3-([4-(3-pyridyl)-2-pyrimidinyl]amino)-N-[5-(3-oxo-4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)phenyl]benzamide

4-methyl-3-([4-(3-pyridyl)-2-pyrimidinyl]amino)-N-[5-(3-oxo-4-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)phenyl]benzamide

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20 - 60℃; for 24h; Inert atmosphere;65%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

2,4-dimethoxylbenzyl alcohol
7314-44-5

2,4-dimethoxylbenzyl alcohol

2,4-dimethoxybenzyl (4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamate

2,4-dimethoxybenzyl (4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamate

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With diphenyl phosphoryl azide; triethylamine In toluene at 100℃; for 12h;
Stage #2: 2,4-dimethoxylbenzyl alcohol In toluene for 12h; Reflux;
63%
3-(5-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

3-(5-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-N-[5-(5-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)phenyl]benzamide

4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]-N-[5-(5-methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)phenyl]benzamide

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In acetonitrile at 80℃; for 5h;
Stage #2: 3-(5-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In acetonitrile at 60℃; for 4h;
61%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine
152460-10-1

6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With diphenyl phosphoryl azide; triethylamine In toluene at 100℃; for 12h; Curtius Rearrangement;
Stage #2: With hydrogenchloride In water; toluene at 100℃;
60%
Multi-step reaction with 2 steps
1: diphenyl phosphoryl azide; triethylamine / toluene / 12 h / 100 °C
2: trifluoroacetic acid / dichloromethane / 8 h
View Scheme
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

3-(2,4-dimethyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

3-(2,4-dimethyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

C29H24F3N7O

C29H24F3N7O

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With oxalyl dichloride In tetrahydrofuran at 60℃; for 6h;
Stage #2: 3-(2,4-dimethyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline In toluene at 70℃; for 6h;
59%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

3-(1H-imidazol-1-yl)-5-(trifluoromethyl)benzenamine
943320-48-7

3-(1H-imidazol-1-yl)-5-(trifluoromethyl)benzenamine

C27H20F3N7O

C27H20F3N7O

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride at 70℃; for 6h;
Stage #2: 3-(1H-imidazol-1-yl)-5-(trifluoromethyl)benzenamine at 90℃; for 4h;
56%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

N-(4-cyanophenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

N-(4-cyanophenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: 4-Aminobenzonitrile In N,N-dimethyl-formamide at 0 - 20℃; for 12h;
37%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

(4-hydroxypiperidin-1-yl)(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)methanone

(4-hydroxypiperidin-1-yl)(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)methanone

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: 4-HYDROXYPIPERIDINE In N,N-dimethyl-formamide at 0 - 20℃; for 12h;
37%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

4-methyl-N-(4-chloro-3-nitrophenyl)-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzamide

4-methyl-N-(4-chloro-3-nitrophenyl)-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]benzamide

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Cooling with ice;
Stage #2: 4-Chloro-3-nitroaniline In N,N-dimethyl-formamide at 20 - 90℃; for 27h; Inert atmosphere;
36%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

1-[(2-iodo-4-aminophenyl)methyl]-4-methyl-piperazine

1-[(2-iodo-4-aminophenyl)methyl]-4-methyl-piperazine

C29H30IN7O

C29H30IN7O

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride; N,N-dimethyl-formamide In N,N-dimethyl-formamide at 20℃; for 17h;
Stage #2: 1-[(2-iodo-4-aminophenyl)methyl]-4-methyl-piperazine With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2h;
33%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

[3-bromo-5-(trifluoromethyl)phenyl]amine
54962-75-3

[3-bromo-5-(trifluoromethyl)phenyl]amine

N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide
1205540-16-4

N-(3-bromo-5-(trifluoromethyl)phenyl)-4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzamide

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 3h;
Stage #2: [3-bromo-5-(trifluoromethyl)phenyl]amine In N,N-dimethyl-formamide at 80℃; for 18h;
29%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide
Stage #2: [3-bromo-5-(trifluoromethyl)phenyl]amine In N,N-dimethyl-formamide at 80℃; for 18h;
29%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

3-[4-[[tert-butyl(dimethyl)silyl]oxymethyl]imidazol-1-yl]-5-(trifluoromethyl)aniline

3-[4-[[tert-butyl(dimethyl)silyl]oxymethyl]imidazol-1-yl]-5-(trifluoromethyl)aniline

C34H36F3N7O2Si

C34H36F3N7O2Si

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In N,N-dimethyl-formamide27%
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With 2,4,6-trichlorobenzoyl chloride; triethylamine In tetrahydrofuran at 20℃; for 2h;
Stage #2: 3-[4-[[tert-butyl(dimethyl)silyl]oxymethyl]imidazol-1-yl]-5-(trifluoromethyl)aniline With dmap In tetrahydrofuran at 20℃; for 10h;
700 mg
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

1-[(2-bromo-4-aminophenyl)methyl]-4-methyl-piperazine
859027-13-7

1-[(2-bromo-4-aminophenyl)methyl]-4-methyl-piperazine

C29H30BrN7O

C29H30BrN7O

Conditions
ConditionsYield
Stage #1: 4-methyl-3-{[4-(pyridin-3-yl)pyrimidin-2-yl]amino}benzoic acid With thionyl chloride In N,N-dimethyl-formamide at 20℃; for 17h;
Stage #2: 3-bromo-4-(4-methyl-piperazin-1-ylmethyl)-phenylamine With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2.5h;
25%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

6-(piperazin-1-yl)pyridin-3-ol
287114-37-8

6-(piperazin-1-yl)pyridin-3-ol

[4-(5-hydroxypyridin-2-yl)piperazin-1-yl][4-methyl-3-(4-pyridin-3-ylpyrimidin-2-ylamino)phenyl]methanone

[4-(5-hydroxypyridin-2-yl)piperazin-1-yl][4-methyl-3-(4-pyridin-3-ylpyrimidin-2-ylamino)phenyl]methanone

Conditions
ConditionsYield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 5℃; for 1h;20%
4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid
641569-94-0

4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid

furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

N-(2-furanylmethyl)-4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzamide

N-(2-furanylmethyl)-4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]benzamide

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 24.3333h;
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