Boron tribromide → HCID 58941786, compound

Participants

Reaction Steps

To a solution of 4-(3-chloro-4-fluorophenyl)-3-[4-(2-methoxyethyl)-1,2,5-oxadiazol-3-yl]-1,2,4-oxadiazol-5(4H)-one (2.55 g, 0.00748 mol) in DCM (24 mL) was added 1.0 M of boron tribromide in DCM (22.4 mL) under an atmosphere of nitrogen at −78° C. The reaction solution was allowed to warm to rt over 2.5 h. The reaction was quenched with saturated NaHCO3 at 0° C. and diluted with ethyl acetate. The aqueous layer was extracted with ethyl acetate once, the combined organic solutions were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel chromatography (60% ethyl acetate/hexane) to give the desired product as an off white solid (2.3 g, 96%). MF═C12H8ClFN4O4; LCMS calculated for C12H9ClFN4O4(M+H)+: m/z=327.0.

Provenance & Evidence