Boron tribromide → HCID 67047765, compound

Participants

Reaction Steps

Add boron tribromide (1 mL, 1 mmol) dropwise to solution of 3-methoxy-5-phenylethynylpyridine, (prepared as described in EXAMPLE 30), (0.073 g, 0.35 mmol) in dichloromethane (0.7 mL) at −78° C. and stir for 15 min. Warm the reaction mixture to room temperature and stir overnight. Add a saturated aqueous solution of sodium bicarbonate to the reaction mixture and stir for 10 min to provide a biphasic solution. Separate the organic layer and wash it sequentially with a saturated solution of aqueous sodium bicarbonate and a saturated aqueous solution of sodium chloride. Dry (sodium sulfate), concentrate and purify by silica gel chromatography, eluting with 100:0 to 0:100 hexanes:ethyl acetate, to obtain the title compound (0.003 g, 4%).

Provenance & Evidence