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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64537Generated: October 25, 2026

Potassium Carbonate → 5-Bromo-2-(2,4-difluorophenyl)pyridine

https://huagongshe.com/reaction/64537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant2,5-DibromopyridineHCID 69353—
Reactant2,4-Difluorophenylboronic acidHCID 2734334—
Catalystpalladium(II) acetateHCID 167845—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product5-Bromo-2-(2,4-difluorophenyl)pyridineHCID 5746124284%

Reaction Conditions

Temperature40 °C

Reaction Steps

One 1.0 L round bottom flask was charged with 2,5-dibromopyridine (10.45 g, 44.1 mmol); (2,4-difluorophenyl) boronic acid (7.66 g, 48.5 mmol); potassium carbonate (12.19 g, 88 mmole); diacetoxypalladium (0.495 g, 2.206 mmol); triphenylphosphine (1.157 g, 4.41 mmol); and acetonitrile (348 ml) and MeOH (174 ml). The reaction mixture was heated to 40° C. for 40 hours. The reaction mixture was diluted with deionized water and extracted with ethyl acetate. The organic portion was combined and subjected to column chromatography (SiO2 gel, 10% EtOAc in heptane) to yield the desired compound, 5-bromo-2-(2,4-difluorophenyl)pyridine (10 g; 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09450195B2
Source datasetuspto-grants-2016_09
ORD IDord-ebbdbaf6e1da42ebb383ede2836bedf4
Source noteuspto-grants-2016_09