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

Base Information

Chemical Name:2-(4-chlorobenzoyl)-9-methyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-3-carboxylic acid
CAS No.:1422376-89-3
Molecular Formula:C₂₀H₁₇ClN₂O₃
Molecular Weight:368.82
Hs Code.:

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

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Chemical Property of 2-(4-chlorobenzoyl)-9-methyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-3-carboxylic acid

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Technology Process of 2-(4-chlorobenzoyl)-9-methyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-3-carboxylic acid

There total 3 articles about 2-(4-chlorobenzoyl)-9-methyl-1,2,3,4-tetrahydropyrido[3,4-b]indole-3-carboxylic acid 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: 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

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

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; methanol / 5 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 9 h / Reflux

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / 0 - 5 °C

3.2: 9 h / 0 - 20 °C

3.3: pH 6

With sodium hydride; triethylamine; In tetrahydrofuran; methanol; water; mineral oil; 1.1: |Pictet-Spengler Synthesis;
DOI:10.1021/jm301788a

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / 9 h / Reflux

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / 0 - 5 °C

2.2: 9 h / 0 - 20 °C

2.3: pH 6

With sodium hydride; triethylamine; In tetrahydrofuran; mineral oil;
DOI:10.1021/jm301788a