Hydrochloric Acid → HCID 67110152, compound

Participants

Reaction Steps

A mixture of 1-bromo-6-(2,6-dimethyl-phenoxy)-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester (2 g, 4.5 mmol) (prepared according to U.S. Pat. No. 7,928,120) and CuCN (0.81 g, 9.0 mmol) in DMF (30 mL) was refluxed for 1.5 h. The resulting mixture was poured into a mixture of water (200 mL) and CH2Cl2 (200 mL). 4 M HCl was added with vigorous stirring until no solid was observed. The aqueous layer was extracted with additional CH2Cl2, and the organic layers were combined, dried over MgSO4 and concentrated. The crude product was purified by column chromatography (10-80% CH2Cl2/hexanes) to give 1.44 g of the title compound as a pale pink solid. MS: (+) m/z 391.34 (M+1).

Provenance & Evidence