5-[4-(benzyloxy)biphenyl-3-yl]-1-methyl-1H-pyrazole → 3-(1-methyl-1H-pyrazol-5-yl)biphenyl-4-ol

Participants

Reaction Steps

To a stirred suspension of 5-[4-(benzyloxy)biphenyl-3-yl]-1-methyl-1H-pyrazole (Preparation 108, 3 g, 8.81 mmol) in methanol (26 mL) was added palladium on carbon (300 mg). The mixture was stirred at room temperature under a hydrogen atmosphere for 16 hours before filtering through a Celite™ pad. The pad was washed with tetrahydrofuran and the filtrate was evaporated in vacuo. The residue was dissolved in ethyl acetate (26 mL) and the solution degassed with argon. Palladium on carbon (300 mg) was added and the mixture was stirred at room temperature under a hydrogen atmosphere for 6 hours. The catalyst was filtered off through a Celite pad and the filtrate was evaporated in vacuo. Trituration of the residue with n-hexane afforded the title compound (1.95 g) as a white solid.

Provenance & Evidence