3-ACETYL-1H-INDOLE-5-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 3-ACETYL-1H-INDOLE-5-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 106896-59-7
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.224
• Mol file: 106896-59-7.mol

Synonyms:

Chemical Property of 3-ACETYL-1H-INDOLE-5-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-acetyl-1H-indole-5-carboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-ACETYL-1H-INDOLE-5-CARBOXYLIC ACID METHYL ESTER

There total 4 articles about 3-ACETYL-1H-INDOLE-5-CARBOXYLIC ACID METHYL ESTER 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%

4-Bromo-3-((E)-3-oxo-but-1-enylamino)-benzoic acid methyl ester → methyl 3-acetyl-1H-indole-5-carboxylate (106896-59-7)

Guidance literature:

With triethylamine; palladium diacetate; tris-(o-tolyl)phosphine; In acetonitrile; at 100 ℃; for 20h;

DOI:10.1246/bcsj.59.927

Reference yield: 38.0%

5-methoxycarbonylindole (1011-65-0) + acetyl chloride (75-36-5) → methyl 3-acetyl-1H-indole-5-carboxylate (106896-59-7)

Guidance literature:

5-methoxycarbonylindole; With n-butyllithium; zinc(II) chloride; In diethyl ether; hexane; dichloromethane; at 20 ℃; for 1h;

acetyl chloride; With aluminium trichloride; In diethyl ether; dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm051243a

Reference yield: 38.0%

acetyl chloride (75-36-5) → methyl 3-acetyl-1H-indole-5-carboxylate (106896-59-7)

Guidance literature:

With n-butyllithium; zinc(II) chloride; In dichloromethane; at 0 - 20 ℃; for 1h;

5-methoxycarbonylindole; In dichloromethane; at 20 ℃; for 1h;

acetyl chloride; With aluminum (III) chloride; more than 3 stages;

upstream raw materials:

5-methoxycarbonylindole

acetyl chloride

2-bromo-5-methoxycarbonylaniline

Refernces

• 1、 Jiang, Zhidong,Liu, Hong,Zhou, Jianhui,Zhou, Yu,Zhu, Haoran. "Rh(III)-Catalyzed [5 + 1] Annulation of Indole-enaminones with Diazo Compounds to Form Highly Functionalized Carbazoles". supporting information. p. 4406 - 4410. Retrieved 2021/06/28.
• 2、 -. "AMIDE COMPOUNDS FOR TREATMENT OF MEDICAL DISORDERS". Paragraph 0526. . Retrieved 2017/03/14.