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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523530Generated: October 25, 2026

2-Bromonaphthalene → 1-(4-Cyclopropylpyridin-3-yl)-3-(naphthalen-2-yl)imidazolidin-2-one

https://huagongshe.com/reaction/523530

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromonaphthaleneHCID 11372—
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-(naphthalen-2-yl)imidazolidin-2-oneHCID 6657648312%

Reaction Steps

Using analogous reagents and reaction conditions as described in Example 1 above, 1-(4-cyclopropylpyridin-3-yl)imidazolidin-2-one (I-1d: 70 mg, 0.344 mmol) was reacted with 2-bromonaphthalene (85.68 mg, 0.413 mmol), 1,4-dioxane (5 mL), copper iodide (6.5 mg, 0.034 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (4.8 mg, 0.034 mmol) and potassium phosphate (219 mg, 1.034 mmol) to afford the crude product. Purification by column chromatography on silica gel (2% methanol in CHCl3), followed by preparative HPLC afforded 13 mg of the product (12% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09339501B2
Source datasetuspto-grants-2016_05
ORD IDord-0ce33e7c7a094c4ca70ba06272843160
Source noteuspto-grants-2016_05