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

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Chemical Name:4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)pyrimidin-2-ylamino]-4-trifluoromethoxyphenyl}piperazine-1-carboxylic acid tert-butyl ester
CAS No.:1137467-87-8
Molecular Formula:C₂₆H₃₀F₃N₇O₄
Molecular Weight:561.564
Hs Code.:

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

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Chemical Property of 4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)pyrimidin-2-ylamino]-4-trifluoromethoxyphenyl}piperazine-1-carboxylic acid tert-butyl ester

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Technology Process of 4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)pyrimidin-2-ylamino]-4-trifluoromethoxyphenyl}piperazine-1-carboxylic acid tert-butyl ester

There total 5 articles about 4-{3-[4-(4-carbamoyl-1-methyl-1H-pyrrol-2-yl)pyrimidin-2-ylamino]-4-trifluoromethoxyphenyl}piperazine-1-carboxylic acid tert-butyl ester 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: 50.0%

: 1137467-79-8
5-[2-(5-bromo-2-trifluoromethoxyphenylamino)pyrimidin-4-yl]-1-methyl-1H-pyrrole-3-carboxylic acid amide

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 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

Guidance literature:: With lithium hexamethyldisilazane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; DavePhos; In tetrahydrofuran; for 5h; Heating / reflux;

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

With 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; 1,2-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

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

Guidance literature:: Multi-step reaction with 5 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

With 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; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.11.065