反应 #1949

反应方程式

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

N-methylpiperazine

→

title compound

收率 99.9%

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

收率 99.9%

溶剂

pyridine

反应条件

后处理

1. 1
   其他the stirred reaction mixture
2. 2
   温度to cool to ambient temperature
3. 3
   浓缩concentrated in vacuo in order
4. 4
   其他to remove all of the pyridine
5. 5
   workup.DISSOLUTIONThe residue was dissolved in 50 mL of methylene chloride
6. 6
   洗涤the methylene chloride solution was washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   萃取The aqueous layer was extracted with 3 X 50 mL of methylene chloride
8. 8
   干燥the combined methylene chloride solutions were dried over anhydrous sodium sulfate
9. 9
   过滤filtered
10. 10
    浓缩concentrated
11. 11
    其他dried in vacuo

实验过程

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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