反応 #53453

反応方程式

isopropyl ether

3-Ethylaminoazetidine

1-(6-amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

N-methyl-pyrrolidine

→

title compound

収率 77.6%

1-(6-amino-3,5-difluoropyridin-2-yl)-8-bromo-7-(3-ethylaminoazetidin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

収率 77.6%

溶媒

dimethylsulfoxide

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度to cool down
3. 3
   workup.STIRRINGthe mixture was stirred
4. 4
   その他a clear layer at the top of the mixture was removed
5. 5
   濃縮the residue was concentrated under reduced pressure
6. 6
   workup.ADDITIONEthanol (5 mL) was added
7. 7
   温度the mixture was heated
8. 8
   workup.STIRRINGunder stirring at 70° C. for 30 minutes
9. 9
   ろ過The precipitated solid was collected by filtration

実験手順

3-Ethylaminoazetidine (700 mg), 1-(6-amino-3,5-difluoropyridin-2-yl)-8-bromo-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (1.5 g), N-methyl-pyrrolidine (2.0 g)and dimethylsulfoxide (4.5 g) were combined, and the mixture was heated under stirring at 40° C. for 24 hours. After the mixture was allowed to cool down, isopropyl ether (10 mL) was added, the mixture was stirred, and a clear layer at the top of the mixture was removed. The same procedure was repeated once more, and the residue was concentrated under reduced pressure. Ethanol (5 mL) was added, and the mixture was heated under stirring at 70° C. for 30 minutes. The precipitated solid was collected by filtration. The title compound (1.38 g) was obtained.

出典