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

Base Information

• Chemical Name: N²-[(S)-1-(4-fluorophenyl)ethyl]-N⁴-(aminopyrazine-2-yl)-6-[ (tetrahydro-furan-2-yl) methoxy]pyrimidine-2,4-diamine
• CAS No.: 1239360-16-7
• Molecular Formula: C₂₁H₂₃FN₆O₂
• Molecular Weight: 410.451

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

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

Chemical Property:

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

There total 3 articles about N²-[(S)-1-(4-fluorophenyl)ethyl]-N⁴-(aminopyrazine-2-yl)-6-[ (tetrahydro-furan-2-yl) methoxy]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:

Tetrahydrofurfuryl alcohol (97-99-4) + (S)-6-chloro-N2-[1-(4-fluorophenyl)ethyl]-N4-(pyrazin-2-yl)pyrimidine-2,4-diamine (1239358-93-0) → N2-[(S)-1-(4-fluorophenyl)ethyl]-N4-(aminopyrazine-2-yl)-6-[ (tetrahydro-furan-2-yl) methoxy]pyrimidine-2,4-diamine (1239360-16-7)

Guidance literature:

With potassium phosphate; XPhos; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1,4-dioxane; at 100 ℃; for 1h; Inert atmosphere;

Reference yield:

(S)-1-(4-Fluoro-phenyl)-ethylamine (66399-30-2) → N2-[(S)-1-(4-fluorophenyl)ethyl]-N4-(aminopyrazine-2-yl)-6-[ (tetrahydro-furan-2-yl) methoxy]pyrimidine-2,4-diamine (1239360-16-7)

Guidance literature:

Multi-step reaction with 3 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

3: potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; XPhos; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

(S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidin-2-amine (1239362-87-8) → N2-[(S)-1-(4-fluorophenyl)ethyl]-N4-(aminopyrazine-2-yl)-6-[ (tetrahydro-furan-2-yl) methoxy]pyrimidine-2,4-diamine (1239360-16-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 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

2: potassium phosphate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; XPhos; In 1,4-dioxane;

upstream raw materials:

Tetrahydrofurfuryl alcohol

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

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

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

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