반응 #1967

반응 방정식

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

용매

pyridine

반응 조건

후처리

1. 1
   기타the stirred reaction mixture
2. 2
   온도to cool to ambient temperature
3. 3
   농축concentrated in vacuo in order
4. 4
   기타to remove all of the pyridine
5. 5
   workup.DISSOLUTIONThe residue is dissolved in 50 mL of methylene chloride
6. 6
   세척the methylene chloride solution is washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   추출The aqueous layer is extracted with 3 X 50 mL of methylene chloride
8. 8
   건조the combined methylene chloride solutions are dried over anhydrous sodium sulfate
9. 9
   여과filtered
10. 10
    농축concentrated
11. 11
    기타dried in vacuo

실험 절차

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.

출처