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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931432Generated: November 3, 2026

Sodium Carbonate → 2-(2-Fluorophenyl)-5-nitropyridine

https://huagongshe.com/reaction/1931432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Bromo-5-nitropyridineHCID 78240—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Catalystpalladium(II) acetateHCID 167845—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product2-(2-Fluorophenyl)-5-nitropyridineHCID 68537775—

Reaction Steps

5 g (24.6 mmol) of 2-bromo-5-nitro-pyridine, 3.79 g (27.1 mmol) of 2-fluoro-phenylboronic acid, 276.5 mg (1.23 mmol) of palladium acetate, 646 mg (2.46 mmol) of triphenylphosphine and 24.6 ml of a 1 M aqueous sodium carbonate solution in 150 ml of toluene and 37 ml of ethanol were heated under reflux for 5 h. After cooling, the mixture concentrated under reduced pressure to half of its volume, poured onto water and extracted with ethyl acetate. The combined organic phases were dried and evaporated. The product was purified by chromatography (silica gel, n-heptane/ethyl acetate 5:1). Yield: 4.2 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188291B2
Source datasetuspto-grants-2012_05
ORD IDord-229beb32bea84fcba3cbd3db11df6b16
Source noteuspto-grants-2012_05