methyl 5-chloro-1H-indole-6-carboxylate

Base Information

• Chemical Name: methyl 5-chloro-1H-indole-6-carboxylate
• CAS No.: 1245643-61-1
• Molecular Formula: C10H8ClNO2
• Molecular Weight: 209.63
• Hs Code.: 2933990090
• Mol file: 1245643-61-1.mol

Synonyms:methyl 5-chloro-1H-indole-6-carboxylate

Chemical Property of methyl 5-chloro-1H-indole-6-carboxylate

Chemical Property:

• PSA: 42.09000
• LogP: 2.60790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

Methyl5-Chloro-1H-indole-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-chloro-1H-indole-6-carboxylate

There total 3 articles about methyl 5-chloro-1H-indole-6-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: 52.0%

N,N-dimethylformamide diisopropyl acetal (18503-89-4) + methyl 2-chloro-4-methyl-5-nitrobenzoate (1143026-45-2) → methyl 5-chloro-1H-indole-6-carboxylate (1245643-61-1)

Guidance literature:

N,N-dimethylformamide diisopropyl acetal; methyl 2-chloro-4-methyl-5-nitrobenzoate; In N,N-dimethyl-formamide; at 130 ℃; for 3h;

With acetic acid; zinc; In water; at 75 - 80 ℃;

DOI:10.1021/jm500610n

Reference yield:

2-chloro-4-methylbenzoic acid (7697-25-8) → methyl 5-chloro-1H-indole-6-carboxylate (1245643-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nitric acid; sulfuric acid / 0 - 20 °C

2.1: methanol / 0 - 50 °C

3.1: N,N-dimethyl-formamide / 3 h / 130 °C

3.2: 75 - 80 °C

With sulfuric acid; nitric acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm500610n

Reference yield:

2-chloro-4-methyl-5-nitrobenzoic acid (101580-96-5) → methyl 5-chloro-1H-indole-6-carboxylate (1245643-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methanol / 0 - 50 °C

2.1: N,N-dimethyl-formamide / 3 h / 130 °C

2.2: 75 - 80 °C

In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm500610n

upstream raw materials:

2-chloro-4-methylbenzoic acid

N,N-dimethylformamide diisopropyl acetal

methyl 2-chloro-4-methyl-5-nitrobenzoate

2-chloro-4-methyl-5-nitrobenzoic acid

Downstream raw materials:

phenyl 5-chloro-1-methylindoline-6-carbonylcarbamate

Refernces