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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80114Generated: October 30, 2026

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

https://huagongshe.com/reaction/80114

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Fluoro-4'-iodo-1,1'-biphenylHCID 20345699—
Reactant1-(4-Methylpyridin-3-yl)imidazolidin-2-oneHCID 59636170—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product1-(4'-Fluoro-biphenyl-4-yl)-3-(4-methyl-pyridin-3-yl)-imidazolidin-2-oneHCID 5963618712.35%

Reaction Steps

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 100 mg, 0.5649 mmol) was reacted with 4′-fluoro-4-iodo-biphenyl (198 mg, 0.675 mmol), 1,4-dioxane (15 mL), copper iodide (0.0096 g, 0.0504 mmol), trans-1,2-diamino cyclohexane (0.0032 g, 0.0280 mmol) and potassium phosphate (0.359 g, 1.691 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in CHCl3), followed by preparative HPLC afforded 12 mg of the product (12.35% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-a7d674e0371a4a5e97121160a54b9f6a
Source noteuspto-grants-2014_09