Bromine → 2-Methylpentane

Participants

Reaction Steps

8-Phenyl-1H-pyrido[2,3-d]pyridazin-2-one (46 mg) and bromine (0.11 ml) were stirred together in acetic acid (3 ml) at 90° C. for 7 days, adding a fresh aliquot of bromine (0.11 ml) every 24 h. The mixture was allowed to cool to room temperature, precipitating a solid. This was separated by filtration and purified by flash chromatography on silica gel, eluting with 1:1 ethyl acetate:isohexane, then 100% ethyl acetate, yielding 3-bromo-8-phenyl-1H-pyrido[2,3-d]pyridazin-2-one as a pale yellow solid (10 mg). 1H NMR (400 MHz, CDCl3) δ7.67 (5H, m), 8.29 (1H, s), 9.02 (1H, br s), 9.21 (1H, s); MS (ES+) m/e 302, 304 [MH]+.

Provenance & Evidence