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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798839Generated: October 30, 2026

Ammonia → 5-Methylpicolinonitrile

https://huagongshe.com/reaction/1798839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
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 ammonia 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 numberUS08343987B2
Source datasetuspto-grants-2013_01
ORD IDord-4f081e6a460a41b28d2770dfb4d6ef47
Source noteuspto-grants-2013_01