N₂-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N₄-(3-vinylphenyl)pyrimidine-2,4-diamine

Base Information

• Chemical Name: N₂-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N₄-(3-vinylphenyl)pyrimidine-2,4-diamine
• CAS No.: 1352244-27-9
• Molecular Formula: C₂₄H₂₅BrClN₅O
• Molecular Weight: 514.852

Synonyms:N₂-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N₄-(3-vinylphenyl)pyrimidine-2,4-diamine

Chemical Property of N₂-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N₄-(3-vinylphenyl)pyrimidine-2,4-diamine

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Technology Process of N₂-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N₄-(3-vinylphenyl)pyrimidine-2,4-diamine

There total 4 articles about N₂-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N₄-(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: 52.0%

(2,5-dichloropyrimidin-4-yl)-3-vinylphenylamine (1192471-59-2) + 3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenylamine (1251203-84-5) → N2-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N4-(3-vinylphenyl)pyrimidine-2,4-diamine (1352244-27-9)

Guidance literature:

With methanesulfonic acid; In ethyl methyl ether; at 110 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm201333e

Reference yield:

3-vinylaniline (15411-43-5) → N2-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N4-(3-vinylphenyl)pyrimidine-2,4-diamine (1352244-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere

2: methanesulfonic acid / ethyl methyl ether / 16 h / 110 °C / Inert atmosphere

With methanesulfonic acid; N-ethyl-N,N-diisopropylamine; In ethyl methyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm201333e

Reference yield:

1-[3-(2-bromo-4-nitrophenoxy)propyl]pyrrolidine → N2-[3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenyl]-5-chloro-N4-(3-vinylphenyl)pyrimidine-2,4-diamine (1352244-27-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / 1 h / Inert atmosphere; Reflux

2: methanesulfonic acid / ethyl methyl ether / 16 h / 110 °C / Inert atmosphere

With methanesulfonic acid; hydrazine hydrate; In ethanol; ethyl methyl ether;

DOI:10.1021/jm201333e

upstream raw materials:

(2,5-dichloropyrimidin-4-yl)-3-vinylphenylamine

3-bromo-4-(2-pyrrolidin-1-ylethoxy)phenylamine

2-bromo-1-fluoro-4-nitrobenzene

3-vinylaniline

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