반응 #53453

반응 방정식

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

수율 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

수율 77.6%

용매

dimethylsulfoxide

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도to cool down
3. 3
   workup.STIRRINGthe mixture was stirred
4. 4
   기타a clear layer at the top of the mixture was removed
5. 5
   농축the residue was concentrated under reduced pressure
6. 6
   workup.ADDITIONEthanol (5 mL) was added
7. 7
   온도the mixture was heated
8. 8
   workup.STIRRINGunder stirring at 70° C. for 30 minutes
9. 9
   여과The precipitated solid was collected by filtration

실험 절차

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.

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