Sodium Hydroxide → 6-[(3R,4R)-4-[(4-Chlorobenzoyl)methylamino]-3-(3,4-dichlorophenyl)-1-piperidinyl]-3-pyridinecarboxylic acid

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Reaction Steps

To a solution of the compound (0.500 g) obtained in Example 478 in methanol (6 mL) was added 1N aqueous sodium hydroxide solution (2.74 mL), and the mixture was stirred for 10 hr. The reaction mixture was concentrated, the residue was made neutral with 1N hydrochloric acid, and the resultant product was extracted with ethyl acetate. The organic layer was washed with brine and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 30→100% ethyl acetate/hexane) to give the title compound (0.474 g, 100%) as a white powder.

Provenance & Evidence