6-Chloroindole-2-carboxylic acid ethyl ester

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6-Chloroindole-2-carboxylic acid ethyl ester manufacturers

6-Chloroindole-2-carboxylic acid ethyl ester Basic information
Product Name:6-Chloroindole-2-carboxylic acid ethyl ester
Synonyms:SPECS AP-283/40634148;6-CHLOROINDOLE-2-CARBOXYLIC ACID ETHYL ESTER;6-Chloroindole-2-Carboxylic Acid Ethyl Acid;Ethyl 6-chloroindole-2-carboxylate;6-CHLORO-2-INDOLECARBOXYLIC METHYL ESTER;Ethyl 6-Chloroindole-2-Carboxylicate;6-CHLORO-2-INDOLECARBOXYLIC;6-Chloroindole-2-carboxylic acid ethyl ester ,99%
CAS:27034-51-1
MF:C11H10ClNO2
MW:223.66
EINECS:
Product Categories:Indole/indoline/oxindole;Indole and Indoline;Indole;Indoles
Mol File:27034-51-1.mol
6-Chloroindole-2-carboxylic acid ethyl ester Structure
6-Chloroindole-2-carboxylic acid ethyl ester Chemical Properties
Melting point 169-171 °C
Boiling point 375.0±22.0 °C(Predicted)
density 1.329±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Solid
pka14.11±0.30(Predicted)
AppearanceLight brown to gray Solid
CAS DataBase Reference27034-51-1(CAS DataBase Reference)
Safety Information
HS Code 2933998090
MSDS Information
6-Chloroindole-2-carboxylic acid ethyl ester Usage And Synthesis
UsesEthyl 6-chloroindole-2-carboxylate is an organic compound mainly used as a pharmaceutical intermediate and chemical reagent.
Synthesis
2-Propenoic acid, 2-azido-3-(4-chlorophenyl)-, ethyl ester, (2Z)-

24513-05-1

6-Chloroindole-2-carboxylic acid ethyl ester

27034-51-1

General method: 6a-d (9.2 mmol) was dissolved in toluene (150 mL) under nitrogen protection, rhodium(II) acetate dimer (203 mg, 0.46 mmol) was added, and the reaction was heated to reflux for 1-2 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate, 25:1 to 18:1, v/v) to afford the target product ethyl 6-chloroindole-2-carboxylate (7a-d) in 51.7%-58.6% overall yields.

References[1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 6, p. 1760 - 1762
[2] Journal of Medicinal Chemistry, 1991, vol. 34, # 4, p. 1283 - 1292
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