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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202860Generated: November 1, 2026

N,N'-Dimethylethylenediamine → HCID 89690923, compound

https://huagongshe.com/reaction/2202860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4-Fluorobenzyloxy)-1h-pyridin-2-oneHCID 22049900—
ReactantHCID 89691182HCID 89691182—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 89690923HCID 8969092361.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

The mixture of 4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one (100 mg), 6-bromo-2-cyclopropyl-1-ethyl-1H-benzimidazole (133 mg), copper iodide (87 mg), N,N′-dimethylethylenediamine (0.051 ml), potassium carbonate (158 mg) and DMSO (2.5 ml) was heated 120° C. for 1 h under microwave irradiation. The mixture was quenched with 28% NH3 solution at room temperature and extracted with EtOAc and THF. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc). The solid was crystallized from IPA-hexane to give the title compound (113 mg) as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-d7c8c837d9e54a31bf8d4e5bd8b08221
Source noteuspto-grants-2016_06