Reaktion #53453

Reaktionsgleichung

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

Ausbeute 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

Ausbeute 77.6%

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle