Bromine → HCID 71185511, compound

Participants

Reaction Conditions

Reaction Steps

Liquid bromine (1.04 g, 0.36 ml, 6.49 mmol) was added to a stirred solution of ethyl 5-(4-methoxyphenyl)-4-methylthiazole-2-carboxylate (prepared according to the procedure reported in WO 2006/089076, 1.5 g, 5.41 mmol) in acetic acid (15 ml) at 25° C. The resulting reaction mixture was then stirred at 25° C. for 3 hours. The progress of the reaction was monitored by TLC. The reaction mixture was then concentrated under reduced pressure. The residue obtained after concentration was dissolved in ethyl acetate (100 ml). The mixture obtained was washed with saturated sodium bicarbonate solution (30 ml). The separated organic layer was concentrated under reduced pressure to obtain a crude product, which was then purified by flash column chromatography using 30% ethyl acetate in hexanes as an eluent to obtain the title compound 8a (1.70 g, 88.5%).

Provenance & Evidence