Boron tribromide → HCID 23725202, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1-(4-{4-[3-phenyl-5-methoxymethyl-isoxazol-4-yl]-imidazol-1-yl}-phenyl)-ethanone (147 mg, 0.44 mmol) in dry dichloromethane (4 mL) was added slowly boron tribromide (334 mg, 1.33 mmol) at dry ice-acetone bath cooling temperature. After complete addition, the resulting mixture was stirred at −78° C. for 15 min, and then allowed to warm up to room temperature for 35 min. The reaction was quenched with saturated sodium bicarbonate. The organic layer was separated, and the aqueous phase was extracted with dichloromethane and ethylacetate. The combined organic solution was dried over sodium sulphate and evaporated. Purification by preparative HPLC afforded the title compound (98 mg, 70%) which was obtained as an off-white solid. MS: m/e=318.0 [M+H]+.

Provenance & Evidence