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

Base Information

• Chemical Name: Methyl 6-chloro-1H-indole-5-carboxylate
• CAS No.: 162100-83-6
• Molecular Formula: C10H8ClNO2
• Molecular Weight: 209.62900
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30444019
• Wikidata: Q72489237
• Mol file: 162100-83-6.mol

Synonyms:Methyl 6-chloro-1H-indole-5-carboxylate;162100-83-6;6-Chloro-1H-indole-5-carboxylic acid methyl ester;1H-Indole-5-carboxylic acid, 6-chloro-, methyl ester;methyl 6-chloro-5-indolecarboxylate;SCHEMBL148935;DTXSID30444019;IGOUVTSYCXABHI-UHFFFAOYSA-N;6-Chloro-5-methoxycarbonyl Indole;Methyl 6-chloroindole-5-carboxylate;MFCD11976069;SC5026;AKOS015851341;SB15040;Methyl6-chloro-1H-indole-5-carboxylate;DS-17566;CS-0018495;A849411

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

Chemical Property:

• PSA: 42.09000
• Density: 1.381
• LogP: 2.60790
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.0243562
• Heavy Atom Count: 14
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

Methyl6-Chloro-1H-indole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C2C(=C1)C=CN2)Cl

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

There total 8 articles about Methyl 6-chloro-1H-indole-5-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: 96.0%

4-acetylamino-2-chloro-5-trimethylsilanylethynyl-benzoic acid methyl ester (672292-98-7) → 6-chloro-1H-indole-5-carboxylic acid methyl ester (162100-83-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 4h; Heating / reflux;

Reference yield:

methyl 4-amino-2-chloro-5-((trimethylsilyl)ethynyl)benzoate (1036337-13-9) → 6-chloro-1H-indole-5-carboxylic acid methyl ester (162100-83-6)

Guidance literature:

With copper(l) iodide; In N,N-dimethyl-formamide; at 110 ℃; for 5h;

Reference yield:

methyl 4-amino-2-chloro-5-iodo-benzoate (256935-85-0) + catechol borane + 1-ethoxyacetylene (927-80-0) → 6-chloro-1H-indole-5-carboxylic acid methyl ester (162100-83-6)

Guidance literature:

With hydrogenchloride; sodium hydroxide; tetrakis(triphenylphosphine)palladium ⁽⁰⁾; In tetrahydrofuran; ethyl acetate;

upstream raw materials:

5-carboxymethyl-6-chloro-3-thiomethylindole

4-acetylamino-2-chloro-5-trimethylsilanylethynyl-benzoic acid methyl ester

methyl 4-amino-2-chloro-5-iodo-benzoate

1-ethoxyacetylene

Downstream raw materials:

6-chloro-indole-5-carboxylic acid

3-acetyl-6-chloro-1H-indol-5-yl[4-(4-fluorobenzyl)piperidin-1-yl]methanone

3-Acetyl-6-chloro-5-[4-(4-fluoro-benzyl)-piperidine-1-carbonyl]-indole-1-carboxylic acid benzyl ester

[3-(2-tert-Butyl-pyrimidin-4-yl)-6-chloro-1H-indol-5-yl]-[4-(4-fluorobenzyl)-piperidin-1-yl]-methanone