Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618704Generated: November 1, 2026

Acetonitrile → 4-Chloro-5,7-difluoro-3-methyl-2-(2-(methylthio)phenyl)quinoline

https://huagongshe.com/reaction/1618704

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Methylthio)benzeneboronic acidHCID 2773543—
Reactant2,4-Dichloro-5,7-difluoro-3-methylquinolineHCID 59631040—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product4-Chloro-5,7-difluoro-3-methyl-2-(2-(methylthio)phenyl)quinolineHCID 59631363—

Reaction Steps

Prepared according to procedure F by stirring 2,4-dichloro-5,7-difluoro-3-methylquinoline (550 mg, 2.22 mmol), 2-(methylthio)phenylboronic acid (484 mg, 2.88 mmol), sodium carbonate (705 mg, 6.65 mmol), Pd(PPh3)4 (128 mg, 0.11 mmol), acetonitrile (5.2 mL), and water (1.3 mL) at 100° C. in a microwave reactor for 1 h. Purification by column chromatography (silica gel, 0-20% EtOAc in hexanes) gave 4-chloro-5,7-difluoro-3-methyl-2-(2-(methylthio)phenyl)quinoline as a white amorphous solid. Mass Spectrum (ESI) m/e=336.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-2fd2c42c845b47d59124377df1683b8e
Source noteuspto-grants-2014_07