反应详情

A mixture of 1.35 g (4.8 mmol) of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 1.45 g (6.2 mmol) of 3-methyl-3-trifluoroacetamido-azetidine hydrochloride and 1 ml of triethylamine in 15 ml of pyridine is heated to reflux for 2 hours. The mixture is evaporated under vacuum, the residue is diluted with ice-cold water and filtered and the product is washed with water. 2.2 g of 1-cyclopropyl-6,8-difluoro-7-{3-methyl-3-[N-(methyl)trifluoroacetamido]-1-azetidinyl}-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, melting point 291°-4° C., are thereby obtained, which product is then hydrolysed by heating it in a mixture of 4 ml of 10% sodium hydroxide and 20 ml of water with 1 ml of ethanol for 1 hour. The mixture is filtered while hot, the filtrate is acidified with acetic acid, the resulting mixture is filtered and the product is washed with water. 1.57 g of 1-cyclopropyl- 6,8-difluoro-7-(3-methyl-3-methylamino-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid, melting point >300° C., are thereby obtained.

1. temperatureis heated
2. temperatureto reflux for 2 hours
3. customThe mixture is evaporated under vacuum
4. additionthe residue is diluted with ice-cold water
5. filtrationfiltered
6. washthe product is washed with water