N₄-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N₂-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine

Base Information

• Chemical Name: N₄-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N₂-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine
• CAS No.: 1352244-33-7
• Molecular Formula: C₂₆H₃₀BrClN₆O₂S
• Molecular Weight: 605.986

Synonyms:N₄-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N₂-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine

Chemical Property of N₄-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N₂-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine

Chemical Property:

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Technology Process of N₄-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N₂-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine

There total 9 articles about N₄-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N₂-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]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: 40.0%

4-(4-methylpiperazin-1-yl)-3-vinylphenylamine (1352244-23-5) + [5-bromo-2-(propane-2-sulfonyl)phenyl]-(2,5-dichloropyrimidin-4-yl)amine (1352244-19-9) → N4-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N2-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine (1352244-33-7)

Guidance literature:

With methanesulfonic acid; In ethyl methyl ether; at 110 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jm201333e

Reference yield:

1-(2-bromo-4-nitrobenzene)-4-methylpiperazine (477846-54-1) → N4-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N2-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine (1352244-33-7)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 5 h / 90 °C / Inert atmosphere

2: iron; acetic acid / tetrahydrofuran / 16 h / 35 °C / Inert atmosphere

3: methanesulfonic acid / ethyl methyl ether / 3 h / 110 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; iron; potassium carbonate; acetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; ethyl methyl ether; water;

DOI:10.1021/jm201333e

Reference yield:

4-bromo-1-isopropylsulfanyl-2-nitrobenzene (1192471-71-8) → N4-[5-bromo-2-(propane-2-sulfonyl)phenyl]-5-chloro-N2-[4-(4-methylpiperazin-1-yl)-3-vinylphenyl]pyrimidine-2,4-diamine (1352244-33-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C / Inert atmosphere

2: iron; acetic acid / tetrahydrofuran / 2 h / 35 °C / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 °C / Inert atmosphere

4: methanesulfonic acid / ethyl methyl ether / 3 h / 110 °C / Inert atmosphere

With methanesulfonic acid; iron; sodium hydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethyl methyl ether; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm201333e

upstream raw materials:

1-methyl-piperazine

1-(2-bromo-4-nitrobenzene)-4-methylpiperazine

4-bromo-2-nitro-1-(propane-2-sulfonyl)benzene

4-(4-methylpiperazin-1-yl)-3-vinylphenylamine

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