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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080189Generated: October 25, 2026

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

https://huagongshe.com/reaction/1080189

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantEthyl 8-chloro-4-oxo-4H-quinolizine-3-carboxylateHCID 3314858—
SolventPyridineHCID 1049—
ProductEthyl 8-(4-methylpiperazin-1-yl)-4H-quinolizin-4-one-3-carboxylateHCID 15389003106.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05580872
Source datasetuspto-grants-1996_12
ORD IDord-c6eeaf26a337465ab4705a3b17c371f0
Source noteuspto-grants-1996_12