HCID 68749280, compound → HCID 68746318, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of ethyl 1-(2-{[bis(benzyloxy)phosphoryl]oxy}ethyl)-6-{6-[(ethylcarbamoyl)amino]-4-[4-(trifluoromethyl)-1,3-thiazol-2-yl]pyridin-3-yl}-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (Example 30, 210 mg, 0.2511 mmol) in ethanol (20 mL), 10% potassium hydroxide (0.2 mL) was added. The reaction mixture was heated to 60° C. for 30 min. After completion of the reaction, the reaction mixture was cooled to room temperature and concentrated under reduced pressure to a residue. The residue was diluted with water and acidified with 2N hydrochloric acid solution to pH 4 to obtain solid which was filtered, washed with water and dried to afford 1-(2-{[bis(benzyloxy)phosphoryl]oxy}ethyl)-6-{6-[(ethylcarbamoyl)amino]-4-[4-(trifluoromethyl)-1,3-thiazol-2-yl]pyridin-3-yl}-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid 150 mg (84%).

Provenance & Evidence