Reacción #1967

Ecuación de reacción

Ethyl 8-chloro-1-ethyl-6,7,8,9-tetrafluoro-4H-quinolizin-4-one-3-carboxylate

N-methylpiperazine

→

title compound

Ethyl 1-ethyl-8-(4-methylpiperazin-1-yl)-6,7,9-trifluoro-4H-quinolizin-4-one-3-carboxylate

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe stirred reaction mixture
2. 2
   Temperaturato cool to ambient temperature
3. 3
   Concentraciónconcentrated in vacuo in order
4. 4
   Otroto remove all of the pyridine
5. 5
   workup.DISSOLUTIONThe residue is dissolved in 50 mL of methylene chloride
6. 6
   Lavadothe methylene chloride solution is washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   ExtracciónThe aqueous layer is extracted with 3 X 50 mL of methylene chloride
8. 8
   Secadothe combined methylene chloride solutions are dried over anhydrous sodium sulfate
9. 9
   Filtraciónfiltered
10. 10
    Concentraciónconcentrated
11. 11
    Otrodried in vacuo

Procedimiento

Ethyl 8-chloro-1-ethyl-6,7,8,9-tetrafluoro-4H-quinolizin-4-one-3-carboxylate (317 mg, 1.0 mmol), from Step 4, is dissolved in 5 mL of dry pyridine under a nitrogen atmosphere. To the resultant solution is added 2 mL (2.0 mmol) of N-methylpiperazine and the stirred reaction mixture is heated at 85° C. for 2.5 hours. The reaction mixture is allowed to cool to ambient temperature and then concentrated in vacuo in order to remove all of the pyridine. The residue is dissolved in 50 mL of methylene chloride and the methylene chloride solution is washed with 50 mL of 5% aqueous sodium bicarbonate solution. The aqueous layer is extracted with 3 X 50 mL of methylene chloride and the combined methylene chloride solutions are dried over anhydrous sodium sulfate, filtered and concentrated and dried in vacuo to afford the title compound.

Fuente