3-(benzyloxy)-5-bromo-1-(4-butylphenyl)pyridin-4(1H)-one → 3-(benzyloxy)-1-(4-butylphenyl)-5-cyclopropylpyridin-4(1H)-one

Participants

Reaction Conditions

Reaction Steps

3-(Benzyloxy)-5-bromo-1-(4-butylphenyl)pyridin-4(1H)-one (37 mg, 0.09 mmol) was treated with 1,-bis(diphenylphosphino)ferrocene dichloro palladium(il) dichloromethane complex (6.6 mg, 0.009 mmol) and cyclopropylzinc bromide (0.54 mL of a 0.5 M solution in THF, 0.27 mmol). The reaction vessel was purged with N2, sealed, and heated at 60° C. for 1 h, after which it was concentrated under a stream of N2 and purified by flash chromatography (4 g Si02, 0-55% ethyl acetate/hexanes) to provide 3-(benzyloxy)-1-(4-butylphenyl)-5-cyclopropylpyridin-4(1H)-one. LC/MS (M+H)+ 374.

Provenance & Evidence