Sodium borohydride → HCID 86682431, compound

Participants

Reaction Steps

To a solution of 500 mg (0.64 mmol) of 4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-2-[1-(5-formyl pyrimidin-2-yl)piperidin-4-yl]-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline, which was prepared by a method similar to that of Reference Example 16, in a mixture of 5 ml ethanol and 5 ml tetrahydrofuran, 12 mg (0.32 mmol) of sodium borohydride was added under ice cooling, and the reaction solution was stirred under ice cooling conditions for 0.83 hour. After completion of the reaction, the solvent was distilled off under reduced pressure and 1 N hydrochloric acid and 1 N sodium hydroxide aqueous solution were added in order, and the reaction solution was extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride aqueous solution and dried with anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to provide 0.52 g of the title compound as a white foam (yield: quantitative).

Provenance & Evidence