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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628877Generated: October 30, 2026

Cesium fluoride → 4-(4-Fluoro-6-methoxyquinolin-2-yl)benzonitrile

https://huagongshe.com/reaction/628877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant4-(4-Chloro-6-methoxyquinolin-2-yl)benzonitrileHCID 66980050—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethyl SulfoxideHCID 679—
Product4-(4-Fluoro-6-methoxyquinolin-2-yl)benzonitrileHCID 6698006531.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-(4-chloro-6-methoxyquinolin-2-yl)benzonitrile (Seem Example 11, step 1) (1 g, 3.4 mmol), CsF (5.2 g, 34 mmol), and n-Bu4NBr (109 mg, 0.34 mmol) in DMSO (10 mL) was heated to 150° C. for 2 h. An aqueous/EtOAC workup was followed by purification by column chromatography (PE/EA=10/1) to afford desired product (300 mg, 31.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315462B2
Source datasetuspto-grants-2016_04
ORD IDord-ac1dd46d4f0949cf8034c48a01e9251b
Source noteuspto-grants-2016_04