反应详情

Ethyl 6,7-difluoro-1-[2-(S)-fluoro-1-(R)-cyclopropyl]-1,4-dihydro-8-methoxy-5-nitro-4-oxoquinoline-3-carboxylate (13.96 g, 36.14 mmol) was dissolved in dimethyl formamide (180 ml), and 28% ammonia water (60 ml) was added dropwise in while stirring and cooling with ice. After stirring the reaction solution at room temperature for 64 hours, water (100 ml) was added to the reaction solution and then concentrated under a reduced pressure. The water-containing residue obtained was then subjected to extraction with ethyl acetate (100 ml×3), and the organic layers were then combined, washed with water (150 ml×3) and saturated saline solution (200 ml) in that order, and then dried over anhydrous sodium sulfate. After filtering, the filtrate was concentrated under a reduced pressure, the residue obtained was applied to a silica gel chromatography, and 8.92 g (64%) of the title compound was obtained in the form of a pale red, oily substance from a chloroform:methanol=30:1 eluate.

1. temperaturecooling with ice
2. stirringAfter stirring the reaction solution at room temperature for 64 hours
3. concentrationconcentrated under a reduced pressure
4. additionThe water-containing residue
5. customobtained
6. extractionwas then subjected to extraction with ethyl acetate (100 ml×3)
7. washwashed with water (150 ml×3) and saturated saline solution (200 ml) in that order
8. dry with materialdried over anhydrous sodium sulfate
9. filtrationAfter filtering
10. concentrationthe filtrate was concentrated under a reduced pressure
11. customthe residue obtained