Boron tribromide → HCID 58338542, compound

Participants

Reaction Conditions

Reaction Steps

Slowly add boron tribromide in dichloromethane (4 M, 182 μL, 728.0 μmol) to a solution of 4-(6-methoxy-1-(4-(2-(piperidin-1-yl)ethoxy)phenoxy)naphthalen-2-yl)thiophene-3-carbonitrile hydrochloride (95 mg, 182.3 μmol) and dichloromethane (4 mL) stirring at 0° C. Stir the mixture at 0° C. for 1.5 hours. Quench the mixture with aqueous sodium bicarbonate. Extract the mixture 3 times with 20% methanol/dichloromethane. Wash the combined organic layers with water. Dry the resulting solution over sodium sulfate, filter, and concentrate to dryness. Purify the residue by flash chromatography on silica to obtain the title compound (52 mg, 111.2 μmol).

Provenance & Evidence