Sodium Chloride → HCID 24753032, compound

Participants

Reaction Steps

To a suspension of 5-amino-1-cyclopropyl-7-[2-[(5-ethoxycarbonyl-2-pyridyl)amino]ethylamino]-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (390 mg, 0.781 mmol) in MeOH (5 mL), 1M aq. NaOH (5 mL) was added. The mixture was stirred at room temperature for 8 h. The reaction mixture was diluted with water (30 mL) and saturated aq NH4Cl (20 mL). The solution was saturated with NaCl and the crude product was extracted with EtOAc (2×100 mL). The organic layers were combined, washed with brine, dried over Na2SO4, and evaporated. The residue was dissolved in a mixture of MeOH (100 mL) and water (30 mL). The solution was concentrated in vacuo until ca. 50 mL and the resulting precipitate was collected by filtration, washed with water and dried to give 5-amino-1-cyclopropyl-6-fluoro 1,4-dihydro-7-[2-[(5-hydroxycarbonyl-2-pyridyl)amino]ethylamino]-8-methoxy-4-oxoquinoline-3-carboxylic acid (86.6 mg, 24%) as a yellow solid.

Provenance & Evidence