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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80131Generated: October 26, 2026

1,2-Diaminocyclohexane, trans- → 2-Fluoro-5-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-benzonitrile

https://huagongshe.com/reaction/80131

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Bromo-2-fluorobenzonitrileHCID 2724900—
Reactant1-(4-Methylpyridin-3-yl)imidazolidin-2-oneHCID 59636170—
CatalystCopper iodideHCID 83717—
Solvent1,4-DioxaneHCID 31275—
Product2-Fluoro-5-[3-(4-methyl-pyridin-3-yl)-2-oxo-imidazolidin-1-yl]-benzonitrileHCID 4987235065.8%

Reaction Steps

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-imidazolidin-2-one (I-14b: 100 mg, 0.5643 mmol) was reacted with 5-bromo-2-fluoro-benzonitrile (124 mg, 0.6199 mmol), 1,4-dioxane (20 mL), copper iodide (10.7 mg, 0.056 mmol), trans-1,2-diamino cyclohexane (19.4 mg, 0.169 mmol) and potassium phosphate (300 mg, 1.413 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% MeOH in CHCl3) afforded 110 mg of the product (65.7% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-f588abe09efd435db7bbc3e26c427863
Source noteuspto-grants-2014_09