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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450057Generated: October 27, 2026

2-Methylpiperazine → Ethyl 1-ethyl-8-(3-methyl-1-piperazinyl)-4H-quinolizin-4-one-3-carboxylate

https://huagongshe.com/reaction/1450057

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylpiperazineHCID 66057—
ReactantEthyl 8-chloro-1-ethyl-4-oxo-4H-quinolizine-3-carboxylateHCID 10660349—
SolventPyridineHCID 1049—
ProductEthyl 1-ethyl-8-(3-methyl-1-piperazinyl)-4H-quinolizin-4-one-3-carboxylateHCID 19691415100.5%

Reaction Conditions

Temperature65 °C

Reaction Steps

Ethyl 8-chloro-1-ethyl-4H-quinolizin-4-one-3-carboxylate (558 mg, 2.0 mmol), the product of Step 3 of Example 62, was dissolved in 10 mL of dry pyridine under a nitrogen atmosphere. To the resultant solution was added 600 mg (6.0 mmol) of 2-methylpiperazine and the stirred reaction mixture was heated at 65° C. for 3 hours. The reaction mixture was allowed to cool to ambient temperature and then concentrated in vacuo in order to remove all of the pyridine. The residue was dissolved in 60 mL of methylene chloride and the methylene chloride solution was washed with 60 mL of water. The aqueous layer was extracted with 2×60 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 690 mg of the title compound. The product was carried on to the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05599816
Source datasetuspto-grants-1997_02
ORD IDord-05d1dc0c0b204cb98b54291aee380fc8
Source noteuspto-grants-1997_02