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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640110Generated: October 31, 2026

Sodium Carbonate → 4-Nitro-2,3′-bipyridine

https://huagongshe.com/reaction/1640110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloro-4-nitropyridineHCID 735152—
Reactant3-Pyridinylboronic acidHCID 2734378—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product4-Nitro-2,3′-bipyridineHCID 1207291770%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-chloro-4nitropyridine (0.40 g, 2.56 mmol), pyridin-3-ylboronic acid (0.408, 3.32 mmol), tetrakis(triphenylphosphinepalladium(0) (0.18 g, 0.15 minol) and sodium carbonate (0.489 g, 4.6 mmol) in acetonitrile (9 mL) and water (9 mL) was heated at 80° C. overnight. Water was added and the mixture was extracted with EtOAc. The organic solutions were combined, washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography on basic alumina to give 4-nitro-2,3′-bipyridine (350 mg, 70%) as a pale yellow solid. LCMS: (FA) ES+ 202.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110687B2
Source datasetuspto-grants-2012_02
ORD IDord-d45064f7ada44bfbb0adc1212742abf0
Source noteuspto-grants-2012_02