Hydrochloric Acid → [5-Benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]acetic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl [5-benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]acetate (150 mg) obtained in Example 187, Step 1 in tetrahydrofuran (1.5 ml)-methanol (1.5 ml) was added 4N aqueous sodium hydroxide solution (0.11 ml), and the mixture was stirred at 70° C. for 30 min. The reaction mixture was warmed to room temperature, 1N aqueous hydrochloric acid (0.5 ml) and water (15 ml) were added, and the mixture was extracted twice with ethyl acetate (30 ml each). The ethyl acetate layer was washed with water, dried, concentrated, and crystallized from ethyl acetate-diisopropyl ether to give [5-benzyloxy-6-(3-chlorobenzylcarbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridin-3-yl]acetic acid (116 mg).

Provenance & Evidence