1-(Bromomethyl)-2-(trifluoromethyl)benzene → HCID 57941490, compound

Participants

Reaction Steps

A solution of (4R,7S)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Intermediate 48; 115 mg, 0.55 mmol) and 2-(trifluoromethyl)benzyl bromide (133 mg, 0.55 mmol) in dimethylformamide (5.6 mL) was heated at 100° C. overnight. The solvent was evaporated and the residue was purified on a Biotage chromatography system, eluting with 0-5% methanol/dichloromethane. The resulting clear oil was taken up in dichloromethane, washed with saturated aqueous sodium hydrogen carbonate and water, dried (sodium sulfate), filtered, evaporated, and triturated with ether to give (4R,7S)-1,7,8,8-tetramethyl-2-(2-trifluoromethyl-benzyl)-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (32 mg, 16%) as a white solid. APCI(+)-MS (M+H) 365.

Provenance & Evidence