Phosphorus oxybromide → HCID 86687559, compound

Participants

Reaction Conditions

Reaction Steps

To a flask fitted with a reflux condenser was added 7-(benzylthio)-1,6-naphthyridin-4-ol (0.160 g, 0.596 mmol) followed by acetonitrile (2 mL) and phosphorous oxybromide (0.121 mL, 1.193 mmol). The reaction was heated to 65° C. for 1 hour. The reaction was cooled to room temperature and quenched with aqueous sodium bicarbonate (20 mL) and was washed with DCM (20 mL×3). The organic layers were combined, dried over magnesium sulfate, filtered and concentrated. The resulting material was purified via silica gel MPLC (40 g), eluting with 0% to 100% ethyl acetate in heptanes. The fractions were collected and the solvent was removed under reduced pressure to provide 0.145 g of 7-(benzylthio)-4-bromo-1,6-naphthyridine as a yellow solid. m/z (ESI) 333.0 (M+H)+.

Provenance & Evidence