(S)-N²-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N⁴-(aminopyrazine-2-yl)-2,4-diamine

Base Information

• Chemical Name: (S)-N²-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N⁴-(aminopyrazine-2-yl)-2,4-diamine
• CAS No.: 1239361-85-3
• Molecular Formula: C₂₀H₁₉FN₈
• Molecular Weight: 390.423

Synonyms:(S)-N²-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N⁴-(aminopyrazine-2-yl)-2,4-diamine

Chemical Property of (S)-N²-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N⁴-(aminopyrazine-2-yl)-2,4-diamine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of (S)-N²-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N⁴-(aminopyrazine-2-yl)-2,4-diamine

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

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;

Reference yield:

(S)-1-(4-Fluoro-phenyl)-ethylamine (66399-30-2) → (S)-N2-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N4-(aminopyrazine-2-yl)-2,4-diamine (1239361-85-3)

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: sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / 1,4-dioxane / 3 h / 90 °C

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; sodium t-butanolate; XPhos; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

(S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidin-2-amine (1239362-87-8) → (S)-N2-[1-(4-fluorophenyl)ethyl]-6-(3-methoxysalicylicazetidin-1-yl)-N4-(aminopyrazine-2-yl)-2,4-diamine (1239361-85-3)

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: sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / 1,4-dioxane / 3 h / 90 °C

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; sodium t-butanolate; XPhos; In 1,4-dioxane;

upstream raw materials:

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

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

azetidine-3-carbonitrile

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

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