p-Toluenesulfonic acid monohydrate → HCID 68006328, compound

Participants

Reaction Steps

To a methanol solution (10 ml) of 7-chloro-1-[1-({3,5′-difluoro-2′-[3-(tetrahydro-2H-pyran-2-yloxy)propoxy]biphenyl-4-yl}carbonyl)piperidin-4-yl]-3,3-dimethyl-3,4-dihydro-1,5-naphthyridin-2(1H)-one (300 mg) was added at room temperature p-toluenesulfonic acid monohydrate (8.7 mg), followed by stirring for 4 hours. After the reaction solution was concentrated under reduced pressure, a saturated aqueous sodium hydrogen carbonate solution and dichloromethane were added, and the solution was separated. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to afford 7-chloro-1-(1-{[3,5′-difluoro-2′-(3-hydroxypropoxy)biphenyl-4-yl]carbonyl}piperidin-4-yl)-3,3-dimethyl-3,4-dihydro-1,5-naphthyridin-2(1H)-one (231 mg).

Provenance & Evidence