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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521563Generated: October 30, 2026

3,5-Dibromo-4-methylpyridine → 5-Bromo-4-methylpyridine-3-carbonitrile

https://huagongshe.com/reaction/1521563

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Dibromo-4-methylpyridineHCID 819338—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
Product5-Bromo-4-methylpyridine-3-carbonitrileHCID 7060681—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a stirred solution of 3,5-dibromo-4-methylpyridine (2.0 g, 7.97 mmol) in dry N,N-dimethylformamide (10 mL) was added copper cyanide (1.07 g, 11.95 mmol) at room temperature. The reaction mixture was heated at 150° C. for 6 h, cooled it, quenched with water (5 mL) and extracted with 50% ethyl acetate/hexane (2×100 mL). The combined organic layer was washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated under vacuum to obtain the title compound. MS (M+1): 199.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-42aa259a33df4b999ab848117ad309b7
Source noteuspto-grants-2015_07