(S)-N²-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N⁶-(5-methylaminopyrazine-2-yl)-2,6-diamine

Base Information

• Chemical Name: (S)-N²-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N⁶-(5-methylaminopyrazine-2-yl)-2,6-diamine
• CAS No.: 1239362-65-2
• Molecular Formula: C₂₂H₂₂FN₇
• Molecular Weight: 403.462

Synonyms:(S)-N²-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N⁶-(5-methylaminopyrazine-2-yl)-2,6-diamine

Chemical Property of (S)-N²-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N⁶-(5-methylaminopyrazine-2-yl)-2,6-diamine

Chemical Property:

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Technology Process of (S)-N²-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N⁶-(5-methylaminopyrazine-2-yl)-2,6-diamine

There total 3 articles about (S)-N²-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N⁶-(5-methylaminopyrazine-2-yl)-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:

5-amino-2-bromopyrazine (59489-71-3) + Trimethylboroxine (823-96-1) + (S)-6-chloro-N-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (1239362-91-4) → (S)-N2-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N6-(5-methylaminopyrazine-2-yl)-2,6-diamine (1239362-65-2)

Guidance literature:

5-amino-2-bromopyrazine; Trimethylboroxine; With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 110 ℃; Inert atmosphere;

(S)-6-chloro-N-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine; With sodium t-butanolate; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 100 ℃; for 1h; Inert atmosphere;

Reference yield:

2,6-dichloro-4-iodopyridine (98027-84-0) → (S)-N2-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N6-(5-methylaminopyrazine-2-yl)-2,6-diamine (1239362-65-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 2 h / 90 °C / Inert atmosphere

2.1: johnphos; sodium t-butanolate / palladium diacetate / toluene / 2 h / 85 °C / Inert atmosphere

3.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 110 °C / Inert atmosphere

3.2: 1 h / 100 °C / Inert atmosphere

With potassium carbonate; johnphos; sodium t-butanolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In 1,4-dioxane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

2,6-dichloro-4-(1-methyl-1H-pyrazol-4-yl)pyridine (1239362-90-3) → (S)-N2-[1-(4-fluorophenyl)ethyl]-4-(1-methyl-1H-pyrazole-4-yl)-N6-(5-methylaminopyrazine-2-yl)-2,6-diamine (1239362-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: johnphos; sodium t-butanolate / palladium diacetate / toluene / 2 h / 85 °C / Inert atmosphere

2.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 110 °C / Inert atmosphere

2.2: 1 h / 100 °C / Inert atmosphere

With potassium carbonate; johnphos; sodium t-butanolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; In N,N-dimethyl-formamide; toluene;

upstream raw materials:

2,6-dichloro-4-iodopyridine

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

5-amino-2-bromopyrazine

Trimethylboroxine

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