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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502032Generated: October 31, 2026

5-Bromo-4-methylpyridine-3-carbonitrile → 5-Ethenyl-4-methylpyridine-3-carbonitrile

https://huagongshe.com/reaction/1502032

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-4-methylpyridine-3-carbonitrileHCID 7060681—
ReactantPotassium vinyltrifluoroborateHCID 23679353—
SolventEthanolHCID 702—
Product5-Ethenyl-4-methylpyridine-3-carbonitrileHCID 13943917—

Reaction Steps

A mixture of 5-bromo-4-methylpyridine-3-carbonitrile (4.40 g, 22.3 mmol), potassium vinyltrifluoroborate (3.70 g, 27.9 mmol) and Pd (dppf)2Cl2 (0.4 g) in 30 mL of EtOH and 30 mL of TEA was refluxed under Ar for 4 hours. Concentrated, the residue was purified by column chromatography (petrol ether: EtOAc=50:1) to afford 5-ethenyl-4-methylpyridine-3-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206199B2
Source datasetuspto-grants-2015_12
ORD IDord-7445b1458bd54f859535ba0994ba61c8
Source noteuspto-grants-2015_12