Hydrochloric Acid → HCID 24753030, compound

Participants

Reaction Steps

To a solution of ethyl 2-[2-[(5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinolin-7-yl)amino]ethylamino]pyridine-5-carboxylate (320 mg, 0.703 mmol) in EtOH (8 mL), 1M aq. NaOH was added. The mixture was stirred at room temperature for 5 h and then stirred at 50° C. for 3 h. After cooling, the reaction mixture was diluted with water (30 mL) and neutralized with 1M HCl. The product was extracted with CH2Cl2-MeOH (5:1, 2×50 mL). The extaction mixture was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in a mixture of MeOH (50 mL) and water (50 mL), and the solution was concentrated in vacuo until ca. 30 mL. The resulting precipitate was collected by filtration, washed with water and dried to give 2-[2-[(5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinolin-7-yl)amino]ethylamino]pyridine-5-carboxylic acid (115 mg, 38%) as a yellow solid.

Provenance & Evidence