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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767505Generated: November 3, 2026

Piperazine → 6-Fluoro-1-methyl-2-oxo-4-(piperazin-1-yl)-1,2-dihydro-quinolin-3-carbonitrile

https://huagongshe.com/reaction/1767505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant4-Chloro-6-fluoro-1-methyl-2-oxo-1,2-dihydroquinoline-3-carbonitrileHCID 21081961—
SolventDichloromethaneHCID 6344—
Product6-Fluoro-1-methyl-2-oxo-4-(piperazin-1-yl)-1,2-dihydro-quinolin-3-carbonitrileHCID 2111435186%

Reaction Steps

A solution of Compound 47 (750 mg, 3.17 mmol) in dichloromethane was added slowly to a stirred solution of piperazine (819 mg, 9.50 mmol) in dichloromethane at room temperature. The solution was stirred overnight at room temperature. The solvent was removed under reduced pressure. The residue was taken in water, sonicated briefly, and filtered. The solids were dissolved in ethyl acetate and washed by water. The organic layer was dried over Na2SO4 and concentrated to yield 780 mg (86%) of yellow solids. M.P. 211° C. 1H NMR (DMSO-d6): δ 2.91 (m, 4H), 3.47 (m, 4H), 3.56 (s, 3H), 7.54 (m, 1H), 7.63 (m, 2H). EIMS m/z 287 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07235546B2
Source datasetuspto-grants-2007_06
ORD IDord-f6e3b6047d484c53b89a1771525f6b2c
Source noteuspto-grants-2007_06