1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester
• CAS No.: 43142-81-0
• Molecular Formula: C₁₂H₁₂ClNO₂
• Molecular Weight: 237.686
• Mol file: 43142-81-0.mol

Synonyms:1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester;6-Chloro-1-methyl-1H-indole-2-carboxylic acid ethyl ester;ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate

Chemical Property of 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester

Chemical Property:

• PSA: 31.23000
• LogP: 3.00840

Purity/Quality:

99% ^*data from raw suppliers

Ethyl6-chloro-1-methyl-1H-indole-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl ester

There total 11 articles about 1-Methyl-6-chloro-1H-indole-2-carboxylic acid ethyl 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%

ethyl 6-chloro-1H-indole-2-carboxylate (27034-51-1) + methyl iodide (74-88-4) → ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate (43142-81-0)

Guidance literature:

ethyl 6-chloro-1H-indole-2-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.07.033

Reference yield: 5.2%

Ethyl Pyruvate 2-(2-Chlorophenyl)methylhydrazone (128672-31-1) → ethyl N-methylindole-2-carboxylate (18450-24-3) + ethyl 3-chloro-1-methylindole-2-carboxylate (43142-82-1) + ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate (43142-81-0) + ethyl 7-chloro-1-methylindole-2-carboxylate (108797-29-1)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.333333h; Further byproducts given. Yields of byproduct given; Heating;

DOI:10.1248/cpb.38.597

Reference yield: 5.2%

Ethyl Pyruvate 2-(2-Chlorophenyl)methylhydrazone (128672-31-1) → ethyl N-methylindole-2-carboxylate (18450-24-3) + ethyl 3,7-dichloro-1-methylindole-2-carboxylate (128672-34-4) + ethyl 3-chloro-1-methylindole-2-carboxylate (43142-82-1) + ethyl 6-chloro-1-methyl-1H-indole-2-carboxylate (43142-81-0) + ethyl 7-chloro-1-methylindole-2-carboxylate (108797-29-1)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.333333h; Product distribution; Mechanism; Heating;

DOI:10.1248/cpb.38.597

upstream raw materials:

Ethyl Pyruvate 2-(2-Chlorophenyl)methylhydrazone

ethyl 6-chloro-1H-indole-2-carboxylate

methyl p-toluene sulfonate

6-chloro-1H-indole-2-carboxylic acid

Downstream raw materials:

1-[[7-Chloro-3-(3-chlorophenyl)-5-methyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indol-1-yl]carbonyl]pyrrolidine

7-Chloro-N,N-diethyl-3-(3-methoxyphenyl)-5-methyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxamide

7-Chloro-3-(3-fluorophenyl)-N,N,5-trimethyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxamide

ethyl 7-chloro-3-(3-chlorophenyl)-5-methyl-4-oxo-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-carboxylate

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