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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070970Generated: October 31, 2026

HCID 86647419, compound → 4-Methylpyrimidine-2-carbonitrile

https://huagongshe.com/reaction/2070970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86647419HCID 86647419—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-Methylpyrimidine-2-carbonitrileHCID 1268432467%

Reaction Conditions

Temperature110 °C

Reaction Steps

2-chloro-4-methylpyrimidine pyrimidine (725 mg, 5.62 mmol) was combined with zinc cyanide (396 mg, 3.37 mmol) and tetrakis (triphenylphosphne)palladium (0) (716 mg, 0.562 mmol) in DMF (10 mL) and the slurry was heated at 110° C. under nitrogen for 0.5 h. The mixture was cooled to rt, diluted with EtOAc (70 mL) and washed twice with 2N ammonium hydroxide (50 mL). The EtOAc solution was washed with brine (20 mL) and concentrated in vacuo to provide the crude mixture. The crude was then purified by column chromatography (30% EtOAc in hexanes) to afford 4-methylpyrimidine-2-carbonitrile in 67% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299267B2
Source datasetuspto-grants-2012_10
ORD IDord-5b66530fd6f047c3a21c7cc650caaf80
Source noteuspto-grants-2012_10