(S)-N₂-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N₆-(pyrazin-2-yl)pyridine-2,6-diamine

Base Information

• Chemical Name: (S)-N₂-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N₆-(pyrazin-2-yl)pyridine-2,6-diamine
• CAS No.: 1239363-39-3
• Molecular Formula: C₂₃H₂₅FN₆O₂S
• Molecular Weight: 468.555

Synonyms:(S)-N₂-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N₆-(pyrazin-2-yl)pyridine-2,6-diamine

Chemical Property of (S)-N₂-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N₆-(pyrazin-2-yl)pyridine-2,6-diamine

Chemical Property:

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Technology Process of (S)-N₂-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N₆-(pyrazin-2-yl)pyridine-2,6-diamine

There total 5 articles about (S)-N₂-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N₆-(pyrazin-2-yl)pyridine-2,6-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)-6-chloro-N-[1-(4-fluorophenyl)ethyl]-4-[1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]pyridine-2-amine (1239363-38-2) → (S)-N2-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N6-(pyrazin-2-yl)pyridine-2,6-diamine (1239363-39-3)

Guidance literature:

With sodium t-butanolate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 100 ℃; for 5h; Inert atmosphere;

Reference yield:

2,6-dichloro-4-[1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]pyridine (1239363-37-1) → (S)-N2-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N6-(pyrazin-2-yl)pyridine-2,6-diamine (1239363-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / palladium diacetate / tetrahydrofuran / 10 h / 60 °C / Inert atmosphere

2: sodium t-butanolate; XPhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 5 h / 100 °C / Inert atmosphere

With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; palladium diacetate; In tetrahydrofuran; toluene;

Reference yield:

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (138647-49-1) → (S)-N2-[1-(4-Fluorophenyl)ethyl]-4-(1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]-N6-(pyrazin-2-yl)pyridine-2,6-diamine (1239363-39-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2.2: 1 h / 20 °C

3.1: caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / palladium diacetate / tetrahydrofuran / 10 h / 60 °C / Inert atmosphere

4.1: sodium t-butanolate; XPhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 5 h / 100 °C / Inert atmosphere

With potassium carbonate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; sodium t-butanolate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

2,6-dichloro-4-[1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]pyridine

4-Trifluoromethanesulfonyloxy-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

2-Aminopyrazine

(S)-6-chloro-N-[1-(4-fluorophenyl)ethyl]-4-[1-(methylsulfonyl)-1,2,3,6-tetrahydropyridin-4-yl]pyridine-2-amine

Downstream raw materials:

(S)-N²-[1-(4-fluorophenyl)ethyl]-4-[1-(methanesulfonylhalide)piperidin-4-yl]-N⁶-(aminopyrazine-2-yl)-2,6-dimamine

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