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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080209Generated: November 4, 2026

1-Methylpiperazine → Ethyl 7-fluoro-1-methylamino-8-(4-methylpiperazin-1-yl)-4H-quinolizin-4-one-3-carboxylate

https://huagongshe.com/reaction/1080209

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantEthyl 8-chloro-7-fluoro-1-methylamino-4H-quinolizin-4-one-3-carboxylateHCID 19691465—
SolventPyridineHCID 1049—
ProductEthyl 7-fluoro-1-methylamino-8-(4-methylpiperazin-1-yl)-4H-quinolizin-4-one-3-carboxylateHCID 19691406—

Reaction Conditions

Temperature70 °C

Reaction Steps

Ethyl 8-chloro-7-fluoro-1-methylamino-4H-quinolizin-4-one-3-carboxylate (899 mg, 3.0 mmol), the product of Step 6, is suspended in 12 mL of dry pyridine under a nitrogen atmosphere. To the resultant solution is added 6.0 mL (6.0 mmol) of N-methylpiperazine and the reaction mixture is heated at 70° C. for 8 hours. The reaction mixture is then concentrated in vacuo in order to remove all of the pyridine. The dry residue is dissolved in 125 mL of methylene chloride and the methylene chloride solution is washed with 125 mL of brine. The aqueous layer is extracted with 125 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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05580872
Source datasetuspto-grants-1996_12
ORD IDord-bd57cd0b5a8043cd889a102dae3ddd96
Source noteuspto-grants-1996_12