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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202934Generated: October 31, 2026

N,N'-Dimethylethylenediamine → HCID 89690917, compound

https://huagongshe.com/reaction/2202934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[(4-Chlorophenyl)methoxy]pyridin-2(1H)-oneHCID 57497864—
ReactantHCID 83866933HCID 83866933—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 89690917HCID 896909171.6%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-((4-chlorobenzyl)oxy)pyridin-2(1H)-one (596 mg), 1-(6-bromo-1-methyl-1H-benzimidazol-2-yl)ethanone (640 mg), N,N′-dimethylethylenediamine (0.272 ml), copper iodide (482 mg) and potassium carbonate (699 mg) in DMSO (10 ml) was stirred at 150° C. for 1 h. The mixture was quenched with NH3 solution and extracted with EtOAc twice. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by NH silica gel column chromatography (hexane/EtOAc). The resulting solid was recrystallized from EtOH to give the title compound (16.8 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-0e8ec1744a3b46438db192a248433590
Source noteuspto-grants-2016_06