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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449553Generated: October 27, 2026

Cesium carbonate → 6-Chloro-4-(5-methanesulfonyl-pyridin-2-ylamino)-2-methyl-2H-pyridazin-3-one

https://huagongshe.com/reaction/449553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Reactant5-Methanesulfonylpyridin-2-amineHCID 17861008—
Reactant4-Bromo-6-chloro-2-methyl-2,3-dihydropyridazin-3-oneHCID 59216474—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product6-Chloro-4-(5-methanesulfonyl-pyridin-2-ylamino)-2-methyl-2H-pyridazin-3-oneHCID 66742534—

Reaction Conditions

Temperature90 °C

Reaction Steps

4-bromo-6-chloro-2-methylpyridazin-3(2H)-one (1 g, 4.48 mmol, Eq: 1.00), 5-(methylsulfonyl)pyridin-2-amine (771 mg, 4.48 mmol, Eq: 1), 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene (388 mg, 671 μmol, Eq: 0.15) and cesium carbonate (5.1 g, 15.7 mmol, Eq: 3.5) were suspended in dioxane (80.0 ml). Finally tris(dibenzylideneacetone)dipalladium(0) (307 mg, 336 μmol, Eq: 0.075) was added. The reaction mixture was heated to 90° C. over night.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481540B2
Source datasetuspto-grants-2013_07
ORD IDord-df726af83ce94c8d90333c76a727837e
Source noteuspto-grants-2013_07