Carbon Tetrachloride → 1-Benzyl-3,7-dichloro-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Participants

Reaction Steps

A mixture of 1-benzyl-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (1.814 g, 6.12 mmol), NCS (1.72 g, 12.85 mmol) and BzOOBz (75 mg, 0.31 mmol) in carbontetrachloride (30 mL) was refluxed for 60 min. Then the reaction was cooled and concentrated, the resulting mixture was purified by column to give the title compound (1.469 mg) ESI MS (m/z) 365 (M+H)+; and a by-product, 1-benzyl-2,3,7-trichloro-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester as by product (90 mg) ESI MS (m/z): 399 (M+H)+.

Provenance & Evidence