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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80117Generated: October 30, 2026

1,2-Diaminocyclohexane, trans- → 1-(4-Fluoro-3-trifluoromethyl-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one

https://huagongshe.com/reaction/80117

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Bromo-2-fluorobenzotrifluorideHCID 2736325—
Reactant1-(4-Methylpyridin-3-yl)imidazolidin-2-oneHCID 59636170—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-(4-Fluoro-3-trifluoromethyl-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-oneHCID 4987215460.27%

Reaction Steps

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 150 mg, 0.847 mmol) was reacted with 4-bromo-1-fluoro-2-trifluoromethyl-benzene (247 mg, 1.016 mmol), 1,4-dioxane (15 mL), copper iodide (16 mg, 0.0842 mmol), trans-1,2-diamino cyclohexane (0.0289 g, 0.2456 mmol) and potassium phosphate (0.538 g, 2.537 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in CHCl3) afforded 173 mg of the product (60.27% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-53e4131877154967ad2b28ca55cadf5c
Source noteuspto-grants-2014_09