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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2411361Generated: November 3, 2026

N,N'-Dimethylethylenediamine → 1-Acetyl-3-{5-chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}imidazolidin-2-one

https://huagongshe.com/reaction/2411361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantN-AcetylimidazolidinoneHCID 79350—
Reactant(2-Bromo-4-chlorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 58484730—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product1-Acetyl-3-{5-chloro-2-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}imidazolidin-2-oneHCID 5848468370.1%

Reaction Steps

To a mixture of (2-bromo-4-chlorophenyl) [4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (817 mg) described in Preparation Example 167, 1-acetylimidazolidin-2-one (384 mg), tripotassium phosphate (849 mg) and copper(I) iodide (191 mg) were added dioxane (4 mL) and N,N′-dimethylethylenediamine (215 μL), and the mixture was stirred at 8 hr under refluxing. After cooling, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The solvent was evaporated, and the residue was purified by column chromatography (ethyl acetate:methanol) to give the title compound (639 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816079B2
Source datasetuspto-grants-2014_08
ORD IDord-cab6f0f78c6847d6820a4fa96b0d2f98
Source noteuspto-grants-2014_08