反应 #1967

反应方程式

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

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 is dissolved in 50 mL of methylene chloride
6. 6
   洗涤the methylene chloride solution is washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   萃取The aqueous layer is extracted with 3 X 50 mL of methylene chloride
8. 8
   干燥the combined methylene chloride solutions are 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-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.

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