methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate

Base Information

Chemical Name:methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate
CAS No.:365216-79-1
Molecular Formula:C₂₀H₁₇ClN₂O₃
Molecular Weight:368.82
Hs Code.:

Synonyms:methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate

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Chemical Property of methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate

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Technology Process of methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate

There total 2 articles about methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate 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: 82.0%

: 122-01-0
4-chloro-benzoyl chloride

: 79815-18-2
methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

: 365216-79-1
methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate

Guidance literature:: With triethylamine; In tetrahydrofuran; for 9h; Reflux;
DOI:10.1021/jm301788a

Reference yield:

: 7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8
(S)-tryptophan methyl ester hydrochloride

: 365216-79-1
methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / methanol; H₂O / 4 h / 20 °C

2: 52 percent / Et₃N / tetrahydrofuran / 8 h / 90 °C

With triethylamine; In tetrahydrofuran; methanol; water; 1: Pictet-Spengler cyclization;
DOI:10.1016/S0968-0896(01)00042-6

Reference yield: 74.0%

: 365216-79-1
methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate

: 74-88-4
methyl iodide

: 1422376-89-3
2-(4-chlorobenzoyl)-9-methyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-3-carboxylic acid

Guidance literature:: methyl 2-(4-chlorobenzoyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole-3-carboxylate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 5 ℃; for 0.25h;

methyl iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 9h;

With acetic acid; In water; pH=6;
DOI:10.1021/jm301788a