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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970490Generated: October 29, 2026

Piperazine → 1,6-Dimethyl-2-oxo-4-piperazin-1-yl-1,2-dihydro-quinoline-3-carbonitrile

https://huagongshe.com/reaction/970490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperazineHCID 4837—
Reactant4-Chloro-1,6-dimethyl-2-oxo-1,2-dihydro-quinoline-3-carbonitrileHCID 21081959—
SolventDichloromethaneHCID 6344—
Product1,6-Dimethyl-2-oxo-4-piperazin-1-yl-1,2-dihydro-quinoline-3-carbonitrileHCID 2108190188.1%

Reaction Steps

A solution of Compound 23 (1 g, 4.3 mmol) in dichloromethane was added slowly to a stirred solution of piperazine (1.1 g, 12.9 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 1.07 g (88%) yellow solids. M.P. 274° C. 1H NMR (DMSO-d6): δ 2.39 (s, 3H), 2.94 (m, 4H), 3.48 (m, 4H), 3.54 (s, 3H), 7.45 (d, J=8.6 Hz, 1H), 7.56 (dd, J=1.3, 8.6 Hz, 1H), 7.64 (s, 1H). EIMS m/z 283 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312220B2
Source datasetuspto-grants-2007_12
ORD IDord-57d73ba362d442d7b38e02e08304f467
Source noteuspto-grants-2007_12