5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

Base Information

Chemical Name:5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid
CAS No.:1137467-70-9
Molecular Formula:C₁₇H₁₂BrF₃N₄O₃
Molecular Weight:457.206
Hs Code.:

Synonyms:5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

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Chemical Property of 5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

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Technology Process of 5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

There total 4 articles about 5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid 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: 100.0%

: 1137467-60-7
5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid ethyl ester

: 1137467-70-9
5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

Guidance literature:: 5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid ethyl ester; With potassium hydroxide; In ethanol; at 80 ℃; for 3h;

With hydrogenchloride; water; for 1h; pH=4;

Reference yield:

: 1137468-07-5
5-(2-amino-pyrimidin-4-yl)-1H-pyrrole-3-carboxylic acid ethyl ester

: 1137467-70-9
5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / tetrahydrofuran; dimethyl sulfoxide / 12 h / 20 °C

2: copper(l) iodide; cesium iodide; isopentyl nitrite / 1,2-dimethoxyethane / 6 h / 70 °C

3: palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / N,N-dimethyl-formamide / 6 h / 80 °C

4: potassium hydroxide / ethanol / 3 h / 80 °C

With copper(l) iodide; palladium diacetate; sodium hydride; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; cesium iodide; isopentyl nitrite; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.11.065

Reference yield:

: 1137468-08-6
5-(2-amino-pyrimidin-4-yl)-1-methyl-1H-pyrrole-3-carboxylic acid ethyl ester

: 1137467-70-9
5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; cesium iodide; isopentyl nitrite / 1,2-dimethoxyethane / 6 h / 70 °C

2: palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / N,N-dimethyl-formamide / 6 h / 80 °C

3: potassium hydroxide / ethanol / 3 h / 80 °C

With copper(l) iodide; palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; cesium iodide; isopentyl nitrite; In 1,2-dimethoxyethane; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.11.065