Reaktion #1943

Reaktionsgleichung

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

product

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

N-methylpiperazine

→

title compound

Ausbeute 106.8%

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

Ausbeute 106.8%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was then concentrated in vacuo in order
2. 2
   Sonstigeto remove all of the pyridine
3. 3
   workup.DISSOLUTIONThe dry residue (3.124 g) was dissolved in 125 mL of methylene chloride
4. 4
   Waschenthe methylene chloride solution was washed with 125 mL of saturated sodium chloride solution (brine)
5. 5
   ExtraktionThe aqueous layer was extracted with 125 mL of methylene chloride
6. 6
   Trocknenthe combined methylene chloride solutions were dried over anhydrous sodium sulfate
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated
9. 9
   Sonstigedried in vacuo

Vorschrift

Ethyl 8-chloro-4H-quinolizin-4-one-3-carboxylate (755 mg, 3.0 mmol), the product of Step 3 of Example 58, was suspended in 12 mL of dry pyridine under a nitrogen atmosphere. To the resultant solution was added 6.0 mL (6.0 mmol) of N-methylpiperazine and the reaction mixture was heated at 70° C. for 8 hours. The reaction mixture was then concentrated in vacuo in order to remove all of the pyridine. The dry residue (3.124 g) was dissolved in 125 mL of methylene chloride and the methylene chloride solution was washed with 125 mL of saturated sodium chloride solution (brine). The aqueous layer was extracted with 125 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 1.01 g of the title compound.

Quelle