反应详情

温度

120 °C

A mixture of 5-amino-1-cyclopropyl-7-[2-(ethoxycarbonyl)ethyl amino]-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinoline-3-carboxylic acid (1.30 g, 3.19 mmol) and NaCN (1.57 g, 32.0 mmol) in DSMO (25 mL) was stirred at 120° C. for 2 h. After cooling, the reaction mixture was poured in to ice-water (300 mL) and extracted with EtOAc (3×100 mL). The organic layers were combined, washed with water (3×100 mL) and brine (100 mL), dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (Chromatorex NH-DM2035 (Fuji Sylysia Chemical Co., Ltd.), hexane:EtOAc 1:1) to give ethyl 3-[(5-amino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxoquinolin-7-yl)amino]propionate (723 mg, 63%) as a pale yellow solid.

1. temperatureAfter cooling
2. extractionextracted with EtOAc (3×100 mL)
3. washwashed with water (3×100 mL) and brine (100 mL)
4. dry with materialdried over Na2SO4
5. concentrationconcentrated in vacuo
6. customThe residue was purified by column chromatography (Chromatorex NH-DM2035 (Fuji Sylysia Chemical Co., Ltd.), hexane:EtOAc 1:1)