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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80120Generated: October 25, 2026

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

https://huagongshe.com/reaction/80120

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant1-(5-Bromo-2-fluorophenyl)ethanoneHCID 22607476—
Reactant1-(4-Methylpyridin-3-yl)imidazolidin-2-oneHCID 59636170—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-(3-Acetyl-4-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-oneHCID 6878457519.31%

Reaction Steps

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl-imidazolidin-2-one (I-14b: 500 mg, 2.8248 mmol) was reacted with 1-(5-bromo-2-fluoro-phenyl)-ethanone (610 mg, 2.8248 mmol), 1,4-dioxane (15 mL), copper iodide (53.81 mg, 0.28248 mmol), trans-1,2-diamino cyclohexane (97.03 mg, 0.8474 mmol) and potassium phosphate (1.798 g, 8.474 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in CHCl3) afforded 170 mg of 1-(3-acetyl-4-fluoro-phenyl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (19.31% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-7f36f291ee4541b284f0033d0839e070
Source noteuspto-grants-2014_09