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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502031Generated: November 2, 2026

Ethyl Acetate → 5-Bromo-4-methylpyridine-3-carbonitrile

https://huagongshe.com/reaction/1502031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3,5-Dibromo-4-methylpyridineHCID 819338—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product5-Bromo-4-methylpyridine-3-carbonitrileHCID 7060681—

Reaction Steps

A mixture of 3,5-dibromo-4-methylpyridine (16 g, 64 mmol) and CuCN (6.2 g, 69 mmol) in 150 mL of DMF was refluxed for 4 hours before cooled down. The reaction mixture was poured to 1 L of EtOAc with stirring and the precipitate was removed by filtration. The filtrate was washed with water, brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography to afford 5-bromo-4-methylpyridine-3-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206199B2
Source datasetuspto-grants-2015_12
ORD IDord-5de5469c8b0e4c90afecc837e125c4d2
Source noteuspto-grants-2015_12