Реакция #1949

Уравнение реакции

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

N-methylpiperazine

→

title compound

Выход 99.9%

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

Выход 99.9%

Растворители

pyridine

Условия реакции

Обработка

1. 1
   Другоеthe stirred reaction mixture
2. 2
   Температураto cool to ambient temperature
3. 3
   Концентрированиеconcentrated in vacuo in order
4. 4
   Другоеto remove all of the pyridine
5. 5
   workup.DISSOLUTIONThe residue was dissolved in 50 mL of methylene chloride
6. 6
   Промывкаthe methylene chloride solution was washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   ЭкстракцияThe aqueous layer was extracted with 3 X 50 mL of methylene chloride
8. 8
   Сушкаthe combined methylene chloride solutions were dried over anhydrous sodium sulfate
9. 9
   Фильтрацияfiltered
10. 10
    Концентрированиеconcentrated
11. 11
    Другоеdried in vacuo

Методика

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)+.

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