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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1760340Generated: October 26, 2026

Sodium Hydroxide → 2-Cyclopropyl-4-(4'-fluorophenyl)quinoline-3-carbonitrile

https://huagongshe.com/reaction/1760340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-Cyclopropyl-3-oxopropanenitrileHCID 9812763—
Reactant(2-Aminophenyl)(4-fluorophenyl)methanone methanesulfonateHCID 53446970—
SolventTolueneHCID 1140—
Product2-Cyclopropyl-4-(4'-fluorophenyl)quinoline-3-carbonitrileHCID 996573898.3%

Reaction Steps

Into a glass flask having an internal volume of 50 mL, equipped with a stirring apparatus, a thermometer and a reflux condenser, 0.72 g (6.6 mmol) of 3-cyclopropyl-3-oxopropanenitrile, 1.92 g (6.0 mmol) of 2-amino-4′-fluorobenzophenone methanesulfonate having a purity of 97.3% and 10 mL of toluene were put in an atmosphere of nitrogen, and reaction was carried out at 80° C. for 2 hours. After completion of the reaction, the reaction liquid was cooled to room temperature, 7.0 mL (7.0 mmol) of a 1 mol/L sodium hydroxide aqueous solution was added thereto to make the reaction liquid basic, followed by liquid separation, and the obtained organic layer was analyzed by high performance liquid chromatography (absolute quantitative analysis), whereupon 1.70 g (yield: 98%) of 2-cyclopropyl-4-(4′-fluorophenyl)quinoline-3-carbonitrile was formed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06841681B2
Source datasetuspto-grants-2005_01
ORD IDord-b63d834995b648eabdd7b2bfac7d4e39
Source noteuspto-grants-2005_01