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

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Chemical Name:1-methyl-5-[2-(5-piperazin-1-yl-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1H-pyrrole-3-carboxylic acid amide
CAS No.:1137467-91-4
Molecular Formula:C₂₁H₂₂F₃N₇O₂
Molecular Weight:461.447
Hs Code.:

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

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

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

There total 7 articles about 1-methyl-5-[2-(5-piperazin-1-yl-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1H-pyrrole-3-carboxylic acid amide 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: 66.0%

: 1137467-87-8
4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)pyrimidin-2-ylamino]-4-trifluoromethoxyphenyl}piperazine-1-carboxylic acid tert-butyl ester

: 1137467-91-4
1-methyl-5-[2-(5-piperazin-1-yl-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1H-pyrrole-3-carboxylic acid amide

Guidance literature:: 4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)pyrimidin-2-ylamino]-4-trifluoromethoxyphenyl}piperazine-1-carboxylic acid tert-butyl ester; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 6h;

With sodium hydrogencarbonate; In water;

Reference yield:

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

: 1137467-91-4
1-methyl-5-[2-(5-piperazin-1-yl-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1H-pyrrole-3-carboxylic acid amide

Guidance literature:: Multi-step reaction with 7 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

5: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C

6: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane; DavePhos / tetrahydrofuran / 8 h / 80 °C

7: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; N-hydroxybenzotriazole ammonium salt; palladium diacetate; sodium hydride; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; cesium iodide; lithium hexamethyldisilazane; DavePhos; isopentyl nitrite; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; 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

: 1137467-91-4
1-methyl-5-[2-(5-piperazin-1-yl-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1H-pyrrole-3-carboxylic acid amide

Guidance literature:: Multi-step reaction with 6 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

4: N-hydroxybenzotriazole ammonium salt; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 24 h / 20 °C

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hexamethyldisilazane; DavePhos / tetrahydrofuran / 8 h / 80 °C

6: hydrogenchloride / 1,4-dioxane / 6 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; N-hydroxybenzotriazole ammonium salt; palladium diacetate; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; cesium iodide; lithium hexamethyldisilazane; DavePhos; isopentyl nitrite; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.11.065