(S)-6-chloro-N₂-[1-(4-fluorophenyl)ethyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: (S)-6-chloro-N₂-[1-(4-fluorophenyl)ethyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine
• CAS No.: 1239358-93-0
• Molecular Formula: C₁₆H₁₄ClFN₆
• Molecular Weight: 344.779

Synonyms:(S)-6-chloro-N₂-[1-(4-fluorophenyl)ethyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine

Chemical Property of (S)-6-chloro-N₂-[1-(4-fluorophenyl)ethyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of (S)-6-chloro-N₂-[1-(4-fluorophenyl)ethyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine

There total 2 articles about (S)-6-chloro-N₂-[1-(4-fluorophenyl)ethyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine 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:

2-Aminopyrazine (5049-61-6) + (S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidin-2-amine (1239362-87-8) → (S)-6-chloro-N2-[1-(4-fluorophenyl)ethyl]-N4-(pyrazin-2-yl)pyrimidine-2,4-diamine (1239358-93-0)

Guidance literature:

With potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

Reference yield:

(S)-1-(4-Fluoro-phenyl)-ethylamine (66399-30-2) → (S)-6-chloro-N2-[1-(4-fluorophenyl)ethyl]-N4-(pyrazin-2-yl)pyrimidine-2,4-diamine (1239358-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 9.5 h / 20 °C

2: potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 100 °C

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

azetidine-3-carbonitrile (732976-86-2) + (S)-6-chloro-N2-[1-(4-fluorophenyl)ethyl]-N4-(pyrazin-2-yl)pyrimidine-2,4-diamine (1239358-93-0) → (S)-N2-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N4-(aminopyrazine-2-yl)-2,4-diamine (1239361-85-3)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium t-butanolate; XPhos; In 1,4-dioxane; at 90 ℃; for 3h;

upstream raw materials:

(S)-1-(4-Fluoro-phenyl)-ethylamine

2-Aminopyrazine

(S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidin-2-amine

Downstream raw materials:

(S)-N₂-[1-(4-fluorophenyl)ethyl]-6-[4-(methylsulfonyl)phenyl]-N₄-(pyrazin-2-yl)pyrimidine-2,4-diamine

(S)-1-{2-[1-(4-fluorophenyl)indolylethylamino]-6-(aminopyrazine-2-ylamino)-4-yl}ethanone

N²-[(S)-1-(4-fluorophenyl)ethyl]-N⁴-(aminopyrazine-2-yl)-6-[ (tetrahydro-furan-2-yl) methoxy]pyrimidine-2,4-diamine

(S)-1-{2-[1-(4-fluorophenyl)ethyl]-6-(pyrazin-2-ylamino)pyrimidin-4-yl}imidazolidin-2-one

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