Phosphorus tribromide → 6-(Bromomethyl)-3-(2-fluoro-5-methoxyphenyl)-2-neopentylpyridine

Participants

Reaction Conditions

Reaction Steps

Phosphorus tribromide (112 μL) was added to DMF (3.0 mL) at 0° C., and the mixture was stirred at 0° C. for 20 min. To the obtained white suspension was added a solution of (5-(2-fluoro-5-methoxyphenyl)-6-neopentylpyridin-2-yl)methanol (300 mg) in DMF (1.0 mL), and the mixture was stirred at room temperature for 1 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (255 mg) as a pale-yellow oil.

Provenance & Evidence