N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

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Chemical Name:N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide
CAS No.:1333213-51-6
Molecular Formula:C₂₉H₂₉FN₆O₄S
Molecular Weight:576.651
Hs Code.:

Synonyms:N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

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Chemical Property of N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

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Technology Process of N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

There total 9 articles about N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 29.0%

: 1333214-17-7
7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidine-3-sulfonamide

: 1759-53-1
cyclopropanecarboxylic acid

: 1333213-51-6
N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 80 ℃; for 3h;

Reference yield:

: 1333214-13-3
6-ethoxycarbonyl-7-(4-fluoro-2-methylphenylamino)pyrazolo[1,5-a]pyrimidine-3-sulfonic acid

: 1333213-51-6
N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 2 h / Reflux

2.1: triethylamine / dichloromethane / 2 h / 20 °C / Reflux

3.1: sodium hydroxide / ethanol; water / 4 h / 80 °C

3.2: pH 1 / Cooling with ice

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

5.1: trifluoroacetic acid / 20 °C

6.1: 1,1'-carbonyldiimidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 3 h / 80 °C

With thionyl chloride; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 1333214-12-2
ethyl 7-(4-fluoro-2-methylphenylamino)pyrazolo[1,5-a]pyrimidine-6-carboxylate

: 1333213-51-6
N-[7-(4-fluoro-2-methylphenylamino)-6-(4-phenylpiperidine-1-carbonyl)pyrazolo[1,5-a]pyrimidin-3-ylsulfonyl]cyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: chlorosulfonic acid / dichloromethane / 20 °C

2.1: thionyl chloride; N,N-dimethyl-formamide / 1,2-dichloro-ethane / 2 h / Reflux

3.1: triethylamine / dichloromethane / 2 h / 20 °C / Reflux

4.1: sodium hydroxide / ethanol; water / 4 h / 80 °C

4.2: pH 1 / Cooling with ice

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 20 °C

6.1: trifluoroacetic acid / 20 °C

7.1: 1,1'-carbonyldiimidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 3 h / 80 °C

With chlorosulfonic acid; thionyl chloride; benzotriazol-1-ol; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; 1,1'-carbonyldiimidazole; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;