Boron tribromide → HCID 44193189, compound

Participants

Reaction Steps

To a solution of 7-chloro-1-[3-fluoro-4-(methyloxy)phenyl]-4-(methyloxy)-1H-indole (D12) (533 mg, 1.75 mmol) in dichloromethane (50 mL) at −78° C. was added boron tribromide (1M solution in dichloromethane, 7 mL, 7.0 mmol). The reaction mixture was allowed to warm to room temperature and then quenched by the addition of methanol and then water and dichloromethane. After separation of the layers, the aqueous phase was re-extracted with dichloromethane. The combined organic layers were dried over magnesium sulphate, filtered and concentrated at reduced pressure. The product was partially purified by silica gel chromatography eluting with 5-70% ethyl acetate in hexane. The product was further purified by MDAP to yield the title compound (E7), (39 mg).

Provenance & Evidence