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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365419Generated: November 2, 2026

Sodium Carbonate → 5-Bromo-2-phenylpyridine

https://huagongshe.com/reaction/1365419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant2,5-DibromopyridineHCID 69353—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product5-Bromo-2-phenylpyridineHCID 2762862—

Reaction Steps

To a solution of 2,5-dibromopyridine (1.00 g) in toluene (10 mL) and ethanol (5 mL) was added phenylboronic acid (515 mg), sodium carbonate (1.34 g) and tetrakis (triphenylphosphine)palladium(0) (24 mg) and the reaction mixture was heated at reflux for 16 h. After cooling to room temperature, the reaction was quenched with water (30 mL) and extracted into ethylacetate (2×30 mL). The organic layers were washed with brine (40 mL), dried (MgSO4), reduced in vacuo and purified on silica to give 5-bromo-2-phenyl-pyridine as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888352B2
Source datasetuspto-grants-2011_02
ORD IDord-8c592be209b24cbfbe6a2b2f50ba076e
Source noteuspto-grants-2011_02