反应详情

A mixture of 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (1.0 g), cis-3-t-butoxycarbonylamino-4-methylpyrrolidine (0.89 g), DBU (0.62 g) and anhydrous acetonitrile (30 ml) was refluxed for 2 hours and then concentrated. The resulting residue was dissolved in chloroform (50 ml), washed with 10% aqueous citric acid solution and water successively, dried over anhydrous sodium sulfate and concentrated. To the resulting residue was added hot methanol to crystallize and then cooled. The resulting precipitate was collected by filtration, added to the mixture of concentrated hydrochloric acid-methanol (1:1, 18 ml) and stirred at room temperature for an hour. The reacting mixture was neutralized with concentrated aqueous ammonia and the resulting precipitate was collected by filtration, washed with ice-water sufficiently and recrystallized from dichloromethane-methanol (1:1) to give the title compound (0.41 g) as colorless prisms, mp 232°-234° C. (decompd.).

1. temperaturewas refluxed for 2 hours
2. concentrationconcentrated
3. dissolutionThe resulting residue was dissolved in chloroform (50 ml)
4. washwashed with 10% aqueous citric acid solution and water successively
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated
7. additionTo the resulting residue was added hot methanol
8. customto crystallize
9. temperaturecooled
10. filtrationThe resulting precipitate was collected by filtration
11. additionadded to the mixture of concentrated hydrochloric acid-methanol (1:1, 18 ml)
12. filtrationthe resulting precipitate was collected by filtration
13. washwashed with ice-water sufficiently
14. customrecrystallized from dichloromethane-methanol (1:1)