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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501103Generated: November 3, 2026

HCID 178432679, compound → 2,6-dimethyl-4-oxo-1H-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1501103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178432679HCID 178432679—
ReactantHCID 178514179HCID 178514179—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product2,6-dimethyl-4-oxo-1H-pyrimidine-5-carbonitrileHCID 17843275399%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 5-bromo-2,6-dimethylpyrimidin-4-ol (3.7 g, 18.3 mmol), dicyano zinc (10.7 g, 91.5 mmol) and tetrakis(triphenylphosphine)palladium (6.3 g, 5.1 mmol) and N,N-dimethylformamide (60 mL) was stirred at 140° C. for 12 hours. The mixture was concentrated to give a residue. The residue was purified by column chromatography (silica gel, dichloromethane/methanol=15:1) to give 4-hydroxy-2,6-dimethylpyrimidine-5-carbonitrile as a white solid (2.7 g, 99%). LRMS (M+H) m/z: calcd 149.06. found 149.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-0545ab9ab3d0429f95a24402c54a3bf2
Source noteuspto-grants-2015_12