5-Chloro-7-indolecarboxylic acid

Base Information

• Chemical Name: 5-Chloro-7-indolecarboxylic acid
• CAS No.: 875305-81-0
• Molecular Formula: C9H6ClNO2
• Molecular Weight: 195.605
• Mol file: 875305-81-0.mol

Synonyms:5-Chloro-7-indolecarboxylic acid;5-chloro-1H-indazol-4-ylamine;1H-Indazol-4-amine,5-chloro;

Chemical Property of 5-Chloro-7-indolecarboxylic acid

Chemical Property:

• PSA: 53.09000
• LogP: 2.51950

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-chloro-1H-indole-7-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Chloro-7-indolecarboxylic acid

There total 3 articles about 5-Chloro-7-indolecarboxylic 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: 72.0%

7-bromo-5-chloro-1H-indole (292636-08-9) → 5-chloroindole-7-carboxylic acid (875305-81-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -75 - 5 ℃; for 0.5h;

Reference yield: 72.0%

carbon dioxide (124-38-9,18923-20-1) + 7-bromo-5-chloro-1H-indole (292636-08-9) → 5-chloroindole-7-carboxylic acid (875305-81-0)

Guidance literature:

7-bromo-5-chloro-1H-indole; With n-butyllithium; In tetrahydrofuran; at -75 - 5 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -75 - 20 ℃; for 0.25h;

Reference yield: 8.7%

4-chlorobenzenesulfonyl chloride (5202-89-1) + trimethylsilylacetylene (1066-54-2) → 5-chloroindole-7-carboxylic acid (875305-81-0)

Guidance literature:

4-chlorobenzenesulfonyl chloride; With N-iodo-succinimide; acetic acid; at 20 ℃; for 17h; Inert atmosphere;

trimethylsilylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 1.5h; Further stages; Inert atmosphere;

upstream raw materials:

7-bromo-5-chloro-1H-indole

carbon dioxide

4-chlorobenzenesulfonyl chloride

trimethylsilylacetylene

Refernces

• 1、 -. "Heteroaryl and benzyl amide compounds". Page/Page column 11. . Retrieved 2008/06/13.