Boron tribromide → HCID 136414048, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)-methyl 2-(1H-indazol-5-yl)-7-methoxy-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylate (208 mg, 0.50 mmol) in dichloromethane (20 ml) was added BBr3 (0.37 g, 0.75 mmol) at −60° C. The resulting solution was stirred for 0.5 h at −60° C. The reaction was then quenched by the addition of water/ice (200 ml), extracted with dichloromethane (4×50 ml), and the organic layers combined, dried over anhydrous magnesium sulfate, and concentrated under vacuum to give the residue, which was purified via silica gel chromatography (10% ethyl acetate in petroleum ether) to afford (S)-methyl 7-hydroxy-2-(1H-indazol-5-yl)-3-(2-methylpyrrolidin-1-yl)quinoxaline-6-carboxylate as a yellow solid (180 mg, 90%).

Provenance & Evidence