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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094178Generated: October 30, 2026

Potassium Carbonate → 4-{[7-(Cyclohexylamino)-1-cyclopentyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-yl]oxy}benzonitrile

https://huagongshe.com/reaction/1094178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-FluorobenzonitrileHCID 14517—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 57811609HCID 57811609—
SolventDimethylformamideHCID 6228—
Product4-{[7-(Cyclohexylamino)-1-cyclopentyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-yl]oxy}benzonitrileHCID 6663689922.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

690 mg of potassium carbonate and 363 mg of 4-fluorobenzonitrile were added to a 10 ml DMF solution of 344 mg of 7-(cyclohexylamino)-1-cyclopentyl-6-fluoro-3-hydroxyquinolin-4(1H)-one, followed by overnight stirring at 80° C. After completion of the reaction and subsequent cooling to room temperature, aqueous saturated ammonium chloride was added to the reaction mixture, followed by extraction with ethyl acetate. After drying over anhydrous sodium sulfate and subsequent evaporation under a reduced pressure, the residue was purified by silica gel column chromatography to obtain 100 mg of 4-{[7-(cyclohexylamino)-1-cyclopentyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-yl]oxy}benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133882B2
Source datasetuspto-grants-2012_03
ORD IDord-d47c79922d5b4c5eafef04689f4c0147
Source noteuspto-grants-2012_03