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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2202849Generated: October 29, 2026

Ammonia → 4-((4-Fluorobenzyl)oxy)-1-(3-(methylamino)-4-nitrophenyl)pyridin-2(1H)-one

https://huagongshe.com/reaction/2202849

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
Reactant5-bromo-N-methyl-2-nitroanilineHCID 10609530—
Reactant4-(4-Fluorobenzyloxy)-1h-pyridin-2-oneHCID 22049900—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
Product4-((4-Fluorobenzyl)oxy)-1-(3-(methylamino)-4-nitrophenyl)pyridin-2(1H)-oneHCID 8969044275.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one (2.06 g), 5-bromo-N-methyl-2-nitroaniline (2.17 g), N,N′-dimethylethylenediamine (1.00 ml), copper iodide (1.79 g), potassium carbonate (3.90 g) and DMSO (30 ml) was stirred at 150° C. for 2 h. The mixture was added to 28% NH3 solution. The precipitate was collected and washed with water to give the title compound (2.63 g) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365540B2
Source datasetuspto-grants-2016_06
ORD IDord-fce879045d814c4d8f7b304d8cfffe5a
Source noteuspto-grants-2016_06