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

pka

14.11±0.30(Predicted)

Appearance

Light brown to gray Solid

CAS DataBase Reference

27034-51-1(CAS DataBase Reference)

Safety Information

HS Code 

2933998090

6-Chloroindole-2-carboxylic acid ethyl ester Usage And Synthesis

Uses

Ethyl 6-chloroindole-2-carboxylate is an organic compound mainly used as a pharmaceutical intermediate and chemical reagent.

Synthesis

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

6-Chloroindole-2-carboxylic acid ethyl ester(27034-51-1)Related Product Information

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