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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469219Generated: November 1, 2026

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

https://huagongshe.com/reaction/469219

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 numberUS08629126B2
Source datasetuspto-grants-2014_01
ORD IDord-f8b0f19cf6004b2daf17c82ad6db5c10
Source noteuspto-grants-2014_01