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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931416Generated: October 26, 2026

Ethyl Acetate → 5-Bromo-2-(2-fluorophenyl)pyridine

https://huagongshe.com/reaction/1931416

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant2,5-DibromopyridineHCID 69353—
Reactant2-Fluorophenylboronic acidHCID 2734354—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product5-Bromo-2-(2-fluorophenyl)pyridineHCID 49758515—

Reaction Conditions

Temperature80 °C

Reaction Steps

Under nitrogen, 39.2 g (0.28 mol) of 2-fluoro-phenylboronic acid, 59.9 g (0.25 mol) of 2,5-dibromopyridine and 2.17 g of tetrakis(triphenylphosphine)palladium were dissolved in 420 ml of ethanol and 840 ml of toluene. 840 ml of a 2 N sodium carbonate solution were added, and the mixture heated to 80° C. for 1 h. Afterwards the mixture was cooled to 5 to 10° C., 800 ml of ethyl acetate were added, and the precipitated salts were separated by filtration. The organic phase of the mother liquor was separated, washed with a saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated to dryness.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188291B2
Source datasetuspto-grants-2012_05
ORD IDord-5021d7b178ce49d89e0cad253662bb14
Source noteuspto-grants-2012_05