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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766361Generated: November 3, 2026

2-Bromo-5-methylpyridine → 5-Methylpicolinonitrile

https://huagongshe.com/reaction/1766361

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-5-methylpyridineHCID 564216—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
Product5-MethylpicolinonitrileHCID 74183—

Reaction Conditions

Temperature50 °C

Reaction Steps

36 g (209 mmol) 2-Bromo-5-methylpyridine and 37.5 g (418 mmol) copper cyanide are refluxed for two hours in 500 ml dimethylformamide. After cooling down to 50° C., 10% aqueous armnoia solution (500 ml) is added with stirring. The product is extracted with dichloromethane, the organic phase is dried over magnesium sulfate, and the solvent is removed in vacuo. The product is purified by column chromatography (silica, eluent cyclohexane/ethyl acetate 9:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230017B2
Source datasetuspto-grants-2007_06
ORD IDord-aa5d72989a7d490caf21a27f46842892
Source noteuspto-grants-2007_06