Phosphorus oxybromide → 4-Bromo-2-(1-methylcyclopropyl)pyridine

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(1-methyl-cyclopropyl)-1H-pyridin-4-one (Step 1.5) (13.4 mmol) and POBr3 (14.74 mmol) was stirred for 15 min at 85° C. and then 15 min at 120° C. After cooling slightly, the reaction mixture was poured into a saturated solution of NaHCO3 and extracted with CH2Cl2 (2×). The combined organic phases were washed with a saturated solution of NaHCO3, dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography to afford the title compound as a brown oil. HPLC: tR=4.11 min (method B); LC-MS: tR=2.39 min, [M+H]+ 212/214; TLC: Rf=0.31 (CH2Cl2).

Provenance & Evidence