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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049246Generated: November 1, 2026

Potassium Carbonate → 3-((2-Chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine

https://huagongshe.com/reaction/1049246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-2-ethyl-6-nitropyridineHCID 90403053—
ReactantHCID 178516507HCID 178516507—
SolventDimethylacetamideHCID 31374—
Product3-((2-Chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridineHCID 9040310831.9%

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 3-bromo-2-ethyl-6-nitropyridine (2.31 g, 10.0 mmol), 2-chloropyridin-4-ol (2.59 g, 20.0 mmol) and K2CO3 (4.15 g, 30.0 mmol) in DMA (20 mL) was sparged with Ar and heated at 105° C. overnight. The mixture was cooled to RT, treated with EtOAc, washed successively with 10% K2CO3 (1×), 5% LiCl (1×) and brine (1×), dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 3-((2-chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine (892 mg, 25%). MS (ESI) m/z: 280.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382228B2
Source datasetuspto-grants-2016_07
ORD IDord-d9a42ce2154f4668a84632d884124651
Source noteuspto-grants-2016_07