Reaktion #501399

Reaktionsgleichung

8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

3-(2-fluoroethylaminomethyl)pyrrolidine

1,8-diazabicyclo[5,4,0]-7-undecene

→

title compound

Ausbeute 14.1%

8-Chloro-1-cyclopropyl-6-fluoro-7-[3-(2-fluoroethyl)aminomethyl-1-pyrrolidinyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Ausbeute 14.1%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for an hour
2. 2
   TemperaturAfter cooling
3. 3
   Einengenthe reaction mixture was concentrated and to the residue
4. 4
   workup.ADDITIONwas added acetonitrile-ether (1:1, 5 ml)
5. 5
   Filtrationthe resulting precipitate was collected by filtration
6. 6
   Sonstigerecrystallized from chloroform-methanol-ether

Vorschrift

A suspension of 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (200 mg), 3-(2-fluoroethylaminomethyl)pyrrolidine (165 mg) and 1,8-diazabicyclo[5,4,0]-7-undecene (DBU, 100 mg) in absolute acetonitrile (2 ml) was refluxed for an hour. After cooling, the reaction mixture was concentrated and to the residue was added acetonitrile-ether (1:1, 5 ml). The solution was allowed to stand overnight at 5° C., then the resulting precipitate was collected by filtration and recrystallized from chloroform-methanol-ether to give the title compound (40 mg), mp 138°-142° C.

Quelle