Boron tribromide → HCID 135931642, compound

Participants

Reaction Steps

To a solution of 4-{[3-(4-Methoxy-3-methyl-phenyl)-imidazo[1,2-a]pyrazin-8-ylamino]-methyl}-benzenesulfonamide (0.167 g, 0.39 mmol) in dichloromethane (5 mL) at −78° C. was added boron tribromide (3.9 ml, 3.9 mmol, 1 M solution in dichloromethane). The reaction was allowed to warm gradually to ambient temperature then quenched with saturated aqueous sodium bicarbonate solution (30 mL). The reaction mixture was extracted with ethyl acetate (3×30 ml), the organic layers were combined and dried with magnesium sulphate, filtered and concentrated in vaccuo. The residue was taken up in DMSO and purified by prep HPLC. The product, 4-{[3-(4-Hydroxy-3-methyl-phenyl)-imidazo[1,2-a]pyrazin-8-ylamino]-methyl}-benzenesulfonamide, is obtained as a white solid (25 mg, 16%) (LC-MS m/z 410 [M+H]+).

Provenance & Evidence