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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517193Generated: November 1, 2026

Chlorotrimethylsilane → 1-((4-Cyanophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(4-(trifluoromethyl)pyridin-2-yl)urea

https://huagongshe.com/reaction/517193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant1,3-CyclohexanedioneHCID 10434—
Reactant4-CyanobenzaldehydeHCID 66042—
Reactant1-(4-(Tri-fluoromethyl)pyridin-2-yl)ureaHCID 69285742—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product1-((4-Cyanophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(4-(trifluoromethyl)pyridin-2-yl)ureaHCID 86732312—

Reaction Conditions

Temperature50 °C

Reaction Steps

Trimethylsilyl chloride (125 μL, 0.982 mmol) is added to a solution of cyclohexane-1,3-dione (100 mg, 0.892 mmol), 4-formylbenzonitrile (117 mg, 0.892 mmol) and 1-(4-(tri-fluoromethyl)pyridin-2-yl)urea (183 mg, 0.892 mmol) in a mixture of N,N-dimethylformamide (670 μL) and acetonitrile (1.2 mL), and the mixture is heated at 50° C. for 1 h. The reaction mixture is cooled to room temperature and poured into a mixture of water and ice. The mixture is filtered, and the precipitate is washed with water and dried under reduced pressure. Yield: 293 mg; ESI mass spectrum [M+H]+=431, Retention time HPLC: 0.63 min (V011_S01).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115093B2
Source datasetuspto-grants-2015_08
ORD IDord-4842f624e4334fa785a3945169b6ae68
Source noteuspto-grants-2015_08