5-chloro-N₄-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N₂-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: 5-chloro-N₄-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N₂-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine
• CAS No.: 1341200-54-1
• Molecular Formula: C₂₆H₃₁ClFN₇O₂S
• Molecular Weight: 560.095

Synonyms:5-chloro-N₄-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N₂-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine

Chemical Property of 5-chloro-N₄-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N₂-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of 5-chloro-N₄-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N₂-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine

There total 5 articles about 5-chloro-N₄-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N₂-(4-((4-methylpiperazin-1-yl)methyl)phenyl)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: 78.0%

2,5-dichloro-N-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)pyrimidin-4-amine (1341200-79-0) + 4-[(4-methyl-1-piperazinyl)methyl]aniline (70261-82-4) → 5-chloro-N4-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N2-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine (1341200-54-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tert-butyl alcohol; for 12h; Reflux;

DOI:10.1021/ml200198x

Reference yield: 78.0%

→ 5-chloro-N4-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N2-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine (1341200-54-1)

Guidance literature:

Reference yield:

2,5-dichloro-N-(4-fluorophenyl)pyrimidine-4-amine (280582-13-0) → 5-chloro-N4-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)-N2-(4-((4-methylpiperazin-1-yl)methyl)phenyl)pyrimidine-2,4-diamine (1341200-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfonic acid / 4 h

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tert-butyl alcohol / 12 h / Reflux

With chlorosulfonic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; tert-butyl alcohol; 3: Buchwald-Hartwig amination;

DOI:10.1021/ml200198x

upstream raw materials:

2,5-dichloro-N-(4-fluorophenyl)pyrimidine-4-amine

2-((2,5-dichloropyrimidin-4-yl)amino)-5-fluorobenzene-1-sulfonyl chloride

2,5-dichloro-N-(4-fluoro-2-(pyrrolidin-1-ylsulfonyl)phenyl)pyrimidin-4-amine

4-[(4-methyl-1-piperazinyl)methyl]aniline

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