Water → HCID 59003047, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (740 mg, 2.39 mmol), ethyl 2-(2-aminoethylamino)pyridine-5-carboxylate (1.00 g, 4.78 mmol) and triethylamine (0.670 mL, 4.81 mmol) in anhydrous DMSO (7 mL) was stirred at 100° C. for 8 h. After cooling, the reaction mixture was poured into water (300 mL) and extracted with CH2Cl2 (2×100 mL). The organic layers were combined, washed with water, dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (EtOAc) to give 5-amino-1-cyclopropyl-7-[2-[(5-ethoxycarbonyl-2-pyridyl)amino]ethylamino]-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (600 mg, 50%) as a yellow solid.

Provenance & Evidence