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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024936Generated: October 30, 2026

Cesium carbonate → HCID 59558786, compound

https://huagongshe.com/reaction/1024936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethanesulfonamideHCID 72879—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 86619883HCID 86619883—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59558786HCID 59558786—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methane sulfonamide (0.22 g), tris(dibenzylideneacetone)-dipalladium (0) (33 mg), 2-dicyclohexylphosphino-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (XPHOS) (17 mg), cesium carbonate (0.58 g) and 4-chloro-2-[(2,3-difluorobenzyl)thio]-6-(methylthio)pyrimidine (the product of step i) (0.38 g) in dioxane (10 mL) was heated at 100° C. for 18 h. The mixture was cooled and saturated ammonium chloride was added and the resulting mixture extracted with EtOAc. The combined organic extracts were washed with saturated aqueous sodium chloride, dried (MgSO4), filtered and evaporated. The residue was purified by reverse phase HPLC eluting with acetonitrile/aq. 0.1% TFA mixtures to give the title compound as a white solid. Yield: 30 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722883B2
Source datasetuspto-grants-2014_05
ORD IDord-644e4d3276e04a3c9a1dc278ef6f817f
Source noteuspto-grants-2014_05