3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Base Information

Chemical Name:3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide
CAS No.:1257628-82-2
Molecular Formula:C₂₅H₁₉F₃N₆O
Molecular Weight:476.461
Hs Code.:

Synonyms:3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

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Chemical Property of 3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

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Technology Process of 3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

There total 5 articles about 3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide 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:

: 7752-82-1
5-bromo-2-aminopyrimidine

: 1257628-83-3
3-ethynyl-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

: 1257628-82-2
3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Guidance literature:: With copper(l) iodide; palladium diacetate; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine; In N,N-dimethyl-formamide; at 60 ℃; Sealed tube; Inert atmosphere;
DOI:10.1016/j.bmcl.2015.07.006

Reference yield:

: 82998-57-0
3-iodo-4-toluic acid

: 1257628-82-2
3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / N,N-dimethyl-formamide / 2 h / Reflux

2.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C

3.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere

3.2: 3 h / 20 °C

4.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere

With copper(l) iodide; thionyl chloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; palladium diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 3.1: |Sonogashira Cross-Coupling / 4.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2015.07.006

Reference yield:

: 52107-98-9
3-iodo-4-methylbenzoyl chloride

: 1257628-82-2
3-(2-(2-aminopyrimidin-5-yl)ethynyl)-4-methyl-N-(3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C

2.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; triethylamine; copper(l) iodide / acetonitrile / 2 h / 80 °C / Sealed tube; Inert atmosphere

2.2: 3 h / 20 °C

3.1: palladium diacetate; tricyclohexylphosphine; N-ethyl-N,N-diisopropylamine; copper(l) iodide / N,N-dimethyl-formamide / 60 °C / Sealed tube; Inert atmosphere

With copper(l) iodide; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; palladium diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 2.1: |Sonogashira Cross-Coupling / 3.1: |Sonogashira Cross-Coupling;
DOI:10.1016/j.bmcl.2015.07.006