[4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine

Base Information

• Chemical Name: [4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine
• CAS No.: 1364124-02-6
• Molecular Formula: C₃₂H₃₇N₅O₂
• Molecular Weight: 523.678

Synonyms:[4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine

Chemical Property of [4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine

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Technology Process of [4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine

There total 6 articles about [4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine 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: 86.0%

3-allyloxymethyl-4-(2-pyrrolidin-1-yl-ethoxy)phenylamine (937273-33-1) + 1-allyl-6-(2-chloro-5-methylpyrimidin-4-yl)-1H-indole (1364123-84-1) → [4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine (1364124-02-6)

Guidance literature:

With hydrogenchloride; water; In butan-1-ol; at 80 - 100 ℃; for 12h;

DOI:10.1021/jm201454n

Reference yield:

1-(2-chloroethoxy)-2-((allyloxy)methyl)-4-nitrobenzene (937273-31-9) → [4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine (1364124-02-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl acetamide / 20 h / 90 °C

2: tin(II) chloride dihdyrate / methanol; dichloromethane / 0 - 20 °C

3: hydrogenchloride; water / butan-1-ol / 12 h / 80 - 100 °C

With hydrogenchloride; tin(II) chloride dihdyrate; water; In methanol; dichloromethane; N,N-dimethyl acetamide; butan-1-ol;

DOI:10.1021/jm201454n

Reference yield:

1-(2-{4-nitro-2-[(prop-2-en-1-yloxy)methyl]phenoxy}ethyl)pyrrolidine (937273-32-0) → [4-(1-allyl-1H-indol-6-yl)-5-methylpyrimidin-2-yl]-[3-allyloxymethyl-4-(2-pyrrolidin-1-ylethoxy)phenyl]amine (1364124-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(II) chloride dihdyrate / methanol; dichloromethane / 0 - 20 °C

2: hydrogenchloride; water / butan-1-ol / 12 h / 80 - 100 °C

With hydrogenchloride; tin(II) chloride dihdyrate; water; In methanol; dichloromethane; butan-1-ol;

DOI:10.1021/jm201454n

upstream raw materials:

[2-(2-chloroethoxy)-5-nitrophenyl]methanol

1-(2-chloroethoxy)-2-((allyloxy)methyl)-4-nitrobenzene

1-(2-{4-nitro-2-[(prop-2-en-1-yloxy)methyl]phenoxy}ethyl)pyrrolidine

3-allyloxymethyl-4-(2-pyrrolidin-1-yl-ethoxy)phenylamine

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