1H-INDOLE-3-CARBOXYLIC ACID,6-CHLORO-,METHYL ESTER

Base Information

• Chemical Name: 1H-INDOLE-3-CARBOXYLIC ACID,6-CHLORO-,METHYL ESTER
• CAS No.: 921194-97-0
• Molecular Formula: C₁₀H₈ClNO₂
• Molecular Weight: 209.632
• Hs Code.: 2933990090
• Mol file: 921194-97-0.mol

Synonyms:I10-0810;

Chemical Property of 1H-INDOLE-3-CARBOXYLIC ACID,6-CHLORO-,METHYL ESTER

Chemical Property:

• PSA: 42.09000
• LogP: 2.60790
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

Methyl6-chloro-1H-indole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-INDOLE-3-CARBOXYLIC ACID,6-CHLORO-,METHYL ESTER

There total 4 articles about 1H-INDOLE-3-CARBOXYLIC ACID,6-CHLORO-,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: 100.0%

methanol (67-56-1) + 6-chloro-1H-indole-3-carboxylic acid (766557-02-2) → methyl 6-chloro-1H-indole-3-carboxylate (921194-97-0)

Guidance literature:

With sulfuric acid;

Reference yield: 67.0%

C10H11Cl2NO3 → methyl 6-chloro-1H-indole-3-carboxylate (921194-97-0)

Guidance literature:

With trifluoroacetic acid; In sulfolane; at 100 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/chem.201705662

Reference yield: 44.0%

N-(3-chlorophenyl)hydroxylamine (10468-17-4) + propynoic acid methyl ester (922-67-8) → methyl 6-chloro-1H-indole-3-carboxylate (921194-97-0) + methyl 4-chloro-1H-indole-3-carboxylate (101909-42-6)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In dichloromethane; at 0 - 20 ℃; for 1h; Overall yield = 86 percent;

DOI:10.3390/molecules25235595

upstream raw materials:

methanol

6-chloro-1H-indole-3-carboxylic acid

N-(3-chlorophenyl)hydroxylamine

propynoic acid methyl ester

Refernces

• 1、 Diana-Rivero, Raquel,García-Tellado, Fernando,Tejedor, David. "A general and scalable synthesis of polysubstituted indoles". . . Retrieved 2021/06/14.
• 2、 -. "Indol-3-yl-carbonyl-piperidin-benzoimidazol derivatives". Page/Page column 19. . Retrieved 2010/11/25.