Reacción #1943

Ecuación de reacción

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

product

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

N-methylpiperazine

→

title compound

Rendimiento 106.8%

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

Rendimiento 106.8%

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe reaction mixture was then concentrated in vacuo in order
2. 2
   Otroto remove all of the pyridine
3. 3
   workup.DISSOLUTIONThe dry residue (3.124 g) was dissolved in 125 mL of methylene chloride
4. 4
   Lavadothe methylene chloride solution was washed with 125 mL of saturated sodium chloride solution (brine)
5. 5
   ExtracciónThe aqueous layer was extracted with 125 mL of methylene chloride
6. 6
   Secadothe combined methylene chloride solutions were dried over anhydrous sodium sulfate
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated
9. 9
   Otrodried in vacuo

Procedimiento

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.

Fuente