Reaktion #1949

Reaktionsgleichung

Ethyl 8-chloro-1-ethyl-4H-quinolizin-4-one-3-carboxylate

N-methylpiperazine

→

title compound

Ausbeute 99.9%

Ethyl 1-ethyl-8-(4-methylpiperazin-1-yl)-4H-quinolizin-4-one-3-carboxylate

Ausbeute 99.9%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe stirred reaction mixture
2. 2
   Temperaturto cool to ambient temperature
3. 3
   Einengenconcentrated in vacuo in order
4. 4
   Sonstigeto remove all of the pyridine
5. 5
   workup.DISSOLUTIONThe residue was dissolved in 50 mL of methylene chloride
6. 6
   Waschenthe methylene chloride solution was washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   ExtraktionThe aqueous layer was extracted with 3 X 50 mL of methylene chloride
8. 8
   Trocknenthe combined methylene chloride solutions were dried over anhydrous sodium sulfate
9. 9
   Filtrationfiltered
10. 10
    Einengenconcentrated
11. 11
    Sonstigedried in vacuo

Vorschrift

Ethyl 8-chloro-1-ethyl-4H-quinolizin-4-one-3-carboxylate (279 mg, 1.0 mmol), the product of Step 3 of Example 62, was dissolved in 5 mL of dry pyridine under a nitrogen atmosphere. To the resultant solution was added 2 mL (2.0 mmol) of N-methylpiperazine and the stirred reaction mixture was heated at 85° C. for 2.5 hours. The reaction mixture was allowed to cool to ambient temperature and then concentrated in vacuo in order to remove all of the pyridine. The residue was dissolved in 50 mL of methylene chloride and the methylene chloride solution was washed with 50 mL of 5% aqueous sodium bicarbonate solution. The aqueous layer was extracted with 3 X 50 mL of methylene chloride and the combined methylene chloride solutions were dried over anhydrous sodium sulfate, filtered and concentrated and dried in vacuo to afford 343 mg of the title compound, m.p. 94°-96° C.; MS DCI-NH3 : 344 (M+H)+.

Quelle