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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626422Generated: October 30, 2026

Toluene → 2-(4-Chloro-phenyl)-3-fluoro-pyridine

https://huagongshe.com/reaction/1626422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant2-Chloro-3-fluoropyridineHCID 2782791—
SolventWaterHCID 962—
Product2-(4-Chloro-phenyl)-3-fluoro-pyridineHCID 6667860382.4%

Reaction Conditions

Temperature125 °C

Reaction Steps

2-Chloro-3-fluoropyridine (0.4380 g, 3.33 mmol), 4-chlorophenylboronic acid (0.6248 g, 3.996 mmol), palladium tetrakistriphenylphosphine (0.1924 g, 0.1665 mmol), sodium carbonate (0.4235 g, 3.996 mmol), toluene (10 mL), and water (1 mL) were placed in a teflon lined vial. The vial was sealed and stirred at 125° C. for 21 hour. The mixture was cooled to ambient temperature and the whole mixture was purified on silica gel (EtOAc-hexanes gradient) to provide 569.4 mg of the title compound as white solid (82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785445B2
Source datasetuspto-grants-2014_07
ORD IDord-1e7ca6df9ae14306af6c863930fe658b
Source noteuspto-grants-2014_07