반응 #1949

반응 방정식

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

N-methylpiperazine

→

title compound

수율 99.9%

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

수율 99.9%

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 was dissolved in 50 mL of methylene chloride
6. 6
   세척the methylene chloride solution was washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   추출The aqueous layer was extracted with 3 X 50 mL of methylene chloride
8. 8
   건조the combined methylene chloride solutions were dried over anhydrous sodium sulfate
9. 9
   여과filtered
10. 10
    농축concentrated
11. 11
    기타dried in vacuo

실험 절차

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)+.

출처