Sodium Bicarbonate → HCID 76372266, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 98 mg (0.11 mmol) of 4-(4,4-Difluorocyclohexyl)-2-(1-{5-[4-(ethoxycarbonyl)piperidin-1-yl]pyrimidin-2-yl}piperidin-4-yl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-5,6,7,8-tetrahydroquinoline, which was prepared by a method similar to that of Reference Example 13, in 2 ml of ethanol, 1 ml of 4 N hydrogen chloride/1,4-dioxane solution was added, and the reaction solution was stirred at 50° C. for 3 hours. After completion of the reaction, saturated sodium hydrogencarbonate aqueous solution was poured into the reaction solution under ice cooling 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. The obtained residue was subjected to silica gel column chromatography [n-hexane/ethyl acetate=90/10-60/40 (V/V)] and the fraction including the desired compound was concentrated under reduced pressure to provide 69 mg of the title compound as a light brown solid (yield: 81%).

Provenance & Evidence