Potassium Phosphate, Tribasic → HCID 57941474, compound

Participants

Reaction Steps

A degassed mixture of 2-(3-bromo-phenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Example 22; 75 mg, 0.2 mmol), phenyl-boronic acid (38 mg, 0.3 mmol), potassium phosphate (132 mg, 0.62 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (17 mg, 0.024 mmol) in dimethoxyethane (3 mL) was sealed under argon and heated at 80 degrees overnight and then at 60 degrees over the weekend. The reaction mixture was filtered and the residue was washed with dimethoxyethane. The solvent was evaporated from the filtrate and the residue was purified by chromatography on a Sep-Pak column, eluting with 15% ethyl acetate/hexanes to give (4S,7R)-2-biphenyl-3-yl-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (13 mg, 17%) as a white solid. ES(+)-MS (M+H) 359.

Provenance & Evidence