Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202865Generated: October 31, 2026

N,N'-Dimethylethylenediamine → HCID 89691057, compound

https://huagongshe.com/reaction/2202865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[(4-Chlorophenyl)methoxy]pyridin-2(1H)-oneHCID 57497864—
Reactant6-bromo-2-cyclopropyl-1-propyl-1H-benzimidazoleHCID 89691062—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 89691057HCID 8969105711%

Reaction Conditions

Temperature120 °C

Reaction Steps

The mixture of 4-((4-chlorobenzyl)oxy)pyridin-2(1H)-one (50 mg, 0.21 mmol), 6-bromo-2-cyclopropyl-1-propyl-1H-benzimidazole (65.2 mg, 0.23 mmol), copper iodide (40.4 mg, 0.21 mmol), N,N′-dimethylethylenediamine (0.024 ml, 0.21 mmol), potassium carbonate (73.3 mg, 0.53 mmol) and DMSO (1.5 ml) was heated at 120° C. for 1 h under microwave irradiation. The mixture was quenched with 28% NH3 solution at room temperature and extracted with EtOAc. 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 solid was recrystallized from EtOAc/hexane to give the title compound (10 mg) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-5b25af9266ef414bb0a3bb18327ae56d
Source noteuspto-grants-2016_06