(S)-N₂-[1-(4-fluorophenyl)ethyl]-N₆-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine

Base Information

• Chemical Name: (S)-N₂-[1-(4-fluorophenyl)ethyl]-N₆-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine
• CAS No.: 1239359-22-8
• Molecular Formula: C₂₀H₁₈FN₇
• Molecular Weight: 375.408

Synonyms:(S)-N₂-[1-(4-fluorophenyl)ethyl]-N₆-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine

Chemical Property of (S)-N₂-[1-(4-fluorophenyl)ethyl]-N₆-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine

Chemical Property:

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Technology Process of (S)-N₂-[1-(4-fluorophenyl)ethyl]-N₆-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine

There total 8 articles about (S)-N₂-[1-(4-fluorophenyl)ethyl]-N₆-(pyrazin-2-yl)-4-(1H-pyrazol-3-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:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → (S)-N2-[1-(4-fluorophenyl)ethyl]-N6-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine (1239359-22-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 17 h / 20 °C

2.1: tetrahydrofuran / 1 h / 0 °C

3.1: hydrazine hydrate / 1 h / Reflux

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.2: 2 h / 0 - 20 °C

5.1: sodium t-butanolate; johnphos; palladium diacetate / 1 h / 85 °C

6.1: sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / toluene / 1 h / 100 °C / Inert atmosphere

7.1: trifluoroacetic acid / water / 3 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; sodium hydride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; johnphos; sodium t-butanolate; XPhos; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene;

Reference yield:

(S)-N2-[1-(4-fluorophenyl)ethyl]-N6-(pyrazin-2-yl)-4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazol-3-yl)pyridine-2,6-diamine (1239363-05-3) → (S)-N2-[1-(4-fluorophenyl)ethyl]-N6-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine (1239359-22-8)

Guidance literature:

With water; trifluoroacetic acid; at 60 ℃; for 1h;

Reference yield:

1-(2,6-dichloropyridin-4-yl)ethan-1-one (185319-20-4) → (S)-N2-[1-(4-fluorophenyl)ethyl]-N6-(pyrazin-2-yl)-4-(1H-pyrazol-3-yl)pyridine-2,6-diamine (1239359-22-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrazine hydrate / 1 h / Reflux

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 2 h / 0 - 20 °C

3.1: sodium t-butanolate; johnphos; palladium diacetate / 1 h / 85 °C

4.1: sodium t-butanolate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; XPhos / toluene / 1 h / 100 °C / Inert atmosphere

5.1: trifluoroacetic acid / water / 3 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; sodium hydride; hydrazine hydrate; trifluoroacetic acid; johnphos; sodium t-butanolate; XPhos; In tetrahydrofuran; water; toluene;

upstream raw materials:

1-(2,6-dichloropyridin-4-yl)ethan-1-one

2,6-dichloro-N-methyl-N-(methyloxy)-4-pyridinecarboxamide

2,6-dichloropyridine-4-carboxylic acid

2,6-dichloro-4-(1H-pyrazol-3-yl)pyridine

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