methyl 5-chloro-1-methyl-1H-indole-2-carboxylate

Base Information

• Chemical Name: methyl 5-chloro-1-methyl-1H-indole-2-carboxylate
• CAS No.: 148356-79-0
• Molecular Formula: C11H10ClNO2
• Molecular Weight: 223.6556
• Hs Code.: 2933990090
• Mol file: 148356-79-0.mol

Synonyms:methyl 5-chloro-1-methyl-1H-indole-2-carboxylate;5-chloro-1-methyl-2-indolecarboxylic acid methyl ester;5-chloro-1-methyl-indole-2-carboxylic acid methyl ester;methyl 5-chloro-1-methyl-indole-2-carboxylate;methyl 5-chloro-1-methylindole-2-carboxylate

Chemical Property of methyl 5-chloro-1-methyl-1H-indole-2-carboxylate

Chemical Property:

• PSA: 31.23000
• LogP: 2.61830

Purity/Quality:

98%min ^*data from raw suppliers

methyl5-chloro-1-methyl-1H-indole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-chloro-1-methyl-1H-indole-2-carboxylate

There total 6 articles about methyl 5-chloro-1-methyl-1H-indole-2-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: 100.0%

5-chloro-1H-Indole-2-carboxylic acid (10517-21-2) + methyl iodide (74-88-4) → methyl 5-chloro-1-methyl-1H-indole-2-carboxylate (148356-79-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00895

Reference yield: 86.0%

methyl 5-chloroindole-2-carboxylate (87802-11-7) + methyl iodide (74-88-4) → methyl 5-chloro-1-methyl-1H-indole-2-carboxylate (148356-79-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 13h;

Reference yield:

methyl iodide (74-88-4) → methyl 5-chloro-1-methyl-1H-indole-2-carboxylate (148356-79-0)

Guidance literature:

5-chloro-1-methyl-1H-indole-2-carboxylic acid; With sodium hydride; In 1,4-dioxane; at 0 ℃; for 0.25h;

methyl iodide; In 1,4-dioxane; at 0 - 20 ℃; for 49h;

upstream raw materials:

methyl 5-chloroindole-2-carboxylate

methyl iodide

5-chloro-1H-Indole-2-carboxylic acid

m-Chlorobenzaldehyde

Downstream raw materials:

5-chloro-1-methyl-1H-indole-2-carbaldehyde

Refernces

• 1、 Kobayakawa, Takuya,Ohashi, Nami,Hirota, Yuki,Takahashi, Kohei,Yamada, Yuko,Narumi, Tetsuo,Yoshimura, Kazuhisa,Matsushita, Shuzo,Harada, Shigeyoshi,Tamamura, Hirokazu. "Flexibility of small molecular CD4 mimics as HIV entry inhibitors". supporting information. p. 5664 - 5671. Retrieved 2018/10/24.
• 2、 Cossette, Chantal,Chourey, Shishir,Ye, Qiuji,Nagendra Reddy, Chintam,Gore, Vivek,Gravel, Sylvie,Slobodchikova, Irina,Vuckovic, Dajana,Rokach, Joshua,Powell, William S.. "Pharmacokinetics and Metabolism of Selective Oxoeicosanoid (OXE) Receptor Antagonists and Their Effects on 5-Oxo-6,8,11,14-eicosatetraenoic Acid (5-Oxo-ETE)-Induced Granulocyte Activation in Monkeys". . p. 10127 - 10146. Retrieved 2016/12/07.