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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925165Generated: October 28, 2026

Sodium Carbonate → HCID 59233201, compound

https://huagongshe.com/reaction/1925165

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Chloropyridine-5-boronic acidHCID 3845034—
Reactant5-Bromo-1-methylpyridin-2(1H)-oneHCID 13024027—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 59233201HCID 5923320173%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 5-bromo-1-methylpyridin-2(1 H)-one (2.2 g, 11.7 mmol), 6-chloropyridin-3-ylboronic acid (1.57 g, 9.98 mmol), Na2CO3 (2.2 g, 20.76 mmol), and tetrakis(triphenylphosphine)palladium (0) (500 mg, 0.05 mmol) in dioxane:water (15:1, 20 ml) was degassed and heated at 110° C. in a microwave for 1 hr. The reaction was diluted with EtOAc and washed with water. The organic layer was dried over Na2SO4, filtered, and concentrated to dryness. The resulting residue was purified by silica gel chromatography (AcOEt-Hexanes) to provide title compound, 5-(6-Chloropyridin-3-yl)-1-methylpyridin-2(1 H)-one (1.6 g, 73% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178534B2
Source datasetuspto-grants-2012_05
ORD IDord-105e18884c79466485816744fe341dfc
Source noteuspto-grants-2012_05