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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925169Generated: October 29, 2026

Cesium carbonate → 5-(6-chloropyridin-3-yl)-1-ethylpyridin-2(1H)-one

https://huagongshe.com/reaction/1925169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloropyridine-5-boronic acidHCID 3845034—
Reactant5-Bromo-1-ethylpyridin-2(1H)-oneHCID 12210536—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product5-(6-chloropyridin-3-yl)-1-ethylpyridin-2(1H)-oneHCID 5923328854.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 5-bromo-1-ethylpyridin-2(1 H)-one (1.9 g, 9.45 mmol), 6-chloropyridin-3-ylboronic acid (1.8 g, 11.46 mmol), Cs2CO3 (9.9 g, 30.37 mmol) and tetrakis(triphenylphosphine)palladium (0) (543 mg, 0.55 mmol) were suspended in dioxane:water (15:1, 20 ml). After degassing, the mixture was heated in a microwave at 140° C. for 30 min. The reaction was then diluted with EtOAc and washed with water. The organic layer was dried over Na2SO4, filtered, and concentrated to dryness via rotary evaporation. The resulting residue was purified by LCMS to provide the title compound, 5-(6-chloropyridin-3-yl)-1-ethylpyridin-2(1 H)-one (1.2 g, 51% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178534B2
Source datasetuspto-grants-2012_05
ORD IDord-2be1bd6f38564219b32c7cb50da8b1d3
Source noteuspto-grants-2012_05