反応 #1967

反応方程式

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

溶媒

pyridine

反応条件

後処理

1. 1
   その他the stirred reaction mixture
2. 2
   温度to cool to ambient temperature
3. 3
   濃縮concentrated in vacuo in order
4. 4
   その他to remove all of the pyridine
5. 5
   workup.DISSOLUTIONThe residue is dissolved in 50 mL of methylene chloride
6. 6
   洗浄the methylene chloride solution is washed with 50 mL of 5% aqueous sodium bicarbonate solution
7. 7
   抽出The aqueous layer is extracted with 3 X 50 mL of methylene chloride
8. 8
   乾燥the combined methylene chloride solutions are dried over anhydrous sodium sulfate
9. 9
   ろ過filtered
10. 10
    濃縮concentrated
11. 11
    その他dried in vacuo

実験手順

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.

出典