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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517208Generated: October 31, 2026

Chlorotrimethylsilane → 1-((4-Cyano-2-fluorophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

https://huagongshe.com/reaction/517208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant1,3-CyclohexanedioneHCID 10434—
Reactant(3-Trifluoromethylphenyl)ureaHCID 25712—
Reactant3-Fluoro-4-formylbenzonitrileHCID 2783150—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
Product1-((4-Cyano-2-fluorophenyl)(2-hydroxy-6-oxocyclohex-1-enyl)methyl)-3-(3-(trifluoromethyl)phenyl)ureaHCID 86732329—

Reaction Steps

Trimethylsilyl chloride (1 M in dichloromethane, 4.90 mL, 4.90 mmol) is added to a solution of cyclohexane-1,3-dione (0.50 g, 4.46 mmol), 3-fluoro-4-formylbenzonitrile (0.67 g, 4.46 mmol) and 1-(3-(trifluoromethyl)phenyl)urea (0.91 g, 4.46 mmol) in a mixture of N,N-dimethylformamide (2.0 mL) and acetonitrile (2.0 mL). The mixture is stirred at room temperature for 45 min and then poured into ice water. The mixture is stirred over night at room temperature, and the precipitate is filtered and dried. Yield: 1.8 g; ESI mass spectrum [M+H]+=448, Retention time HPLC: 1.02 min (Z018_S04).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115093B2
Source datasetuspto-grants-2015_08
ORD IDord-787f5c13d0ab4c39a6a5412e78cef0f7
Source noteuspto-grants-2015_08