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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523532Generated: October 26, 2026

Benzene, 1-bromo-3-(trifluoromethyl)- → 1-(4-Cyclopropylpyridin-3-yl)-3-(3-(trifluoromethyl) phenyl)imidazolidin-2-one

https://huagongshe.com/reaction/523532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-3-(trifluoromethyl)-HCID 9817—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Reactant1-(4-Cyclopropylpyridin-3-yl)imidazolidin-2-oneHCID 70982007—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-(4-Cyclopropylpyridin-3-yl)-3-(3-(trifluoromethyl) phenyl)imidazolidin-2-oneHCID 6657648580%

Reaction Steps

Using analogous reagents and reaction conditions as described in Example 1 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 150 mg, 0.738 mmol) was reacted with 1-bromo-3-(trifluoromethyl)benzene (831 mg, 3.69 mmol), 1,4-dioxane (10 mL), copper iodide (14.0 mg, 0.073 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (8.4 mg, 0.073 mmol) and potassium phosphate (469.9 mg, 2.21 mmol) to afford the crude product. Purification by column chromatography on silica gel (1.5% methanol in CHCl3) afforded 205 mg of the product (80% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339501B2
Source datasetuspto-grants-2016_05
ORD IDord-f5167e4067e04c5c90cbeb8a8019c711
Source noteuspto-grants-2016_05