Hydrochloric Acid → HCID 178427879, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (4R,7S)-2-(2,4-difluoro-phenyl)-1-(2-methoxy-pyridin-3-ylmethyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (Example 113; 149 mg, 0.35 mmol), ethanol (440 μL) and concentrated aqueous hydrochloric acid (440 μL) was heated at 75° C. overnight, and then at ˜100° C. for 40 min. Water (10 mL) was added and the mixture was neutralized to pH 7-8 by the dropwise addition of saturated aqueous sodium hydrogen carbonate solution. The resulting mixture was extracted with dichloromethane (2×25 mL). The combined organic layers were washed with brine (10 mL), dried (magnesium sulfate), filtered, evaporated, purified using a Biotage 40S system, eluting with 3-4% methanol/dichcloromethane, and then dried in a vacuum overn for 3 days to give (4R,7S)-2-(2,4-difluoro-phenyl)-1-(2-hydroxy-pyridin-3-ylmethyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-4,7-methano-indazol-3-one (108 mg, 75%) as an off-white solid. APCI(+)-MS (M+H) 412.

Provenance & Evidence