1,2-Dichloroethane → HCID 86720681, compound

Participants

Reaction Conditions

Reaction Steps

HOBT (0.62 g, 4.62 mmol) was added to a solution of 5-(6-methoxy-4′-sulfamoyl-[1,1′-biphenyl]-3-yl)-4-methylthiazole-2-carboxylic acid (8b, 1.70 g, 4.20 mmol) in DMF (15 ml) at room temperature under stirring. N,O-dimethylhydroxylamine hydrochloride (0.82 g, 8.40 mmol) was then added to the reaction mixture. The reaction mixture was cooled to 0° C. and to this were added EDC (1.20 g, 6.31 mmol) and triethylamine (1.69 g, 2.34 ml, 16.80 mmol). The reaction mixture was stirred at room temperature for 15 hours. The progress of the reaction was monitored by TLC. The reaction mixture was then concentrated under reduced pressure. The residue so obtained was mixed with ethyl acetate (100 ml). The mixture obtained was washed with saturated sodium bicarbonate solution (20 ml) followed by washing with brine (20 ml). The separated organic layer was dried over anhydrous sodium sulphate. The dried organic layer was then concentrated under reduced pressure to obtain a crude product. The crude product was then purified by column chromatography using 50% ethyl acetate in hexanes as an eluent to obtain the title compound 8c (0.70 g, 37.23%).

Provenance & Evidence