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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1959050Generated: October 31, 2026

Cesium carbonate → HCID 59558771, compound

https://huagongshe.com/reaction/1959050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Reactant1-AzetidinesulfonamideHCID 45080566—
ReactantHCID 86619891HCID 86619891—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59558771HCID 59558771—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of azetidine-1-sulfonamide (0.327 g), tris(dibenzylideneacetone)dipalladium (0) (50 mg), 2-dicyclohexylphosphino-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (XPHOS) (50 mg), cesium carbonate (0.585 g) and 4-chloro-2-[(2,3-difluorobenzyl)thio]-6-isopropoxypyrimidine (the product from step i), 0.400 g) in dioxane (20 ml) was heated at reflux in a microwave at 100° C., 300 W, open vessel with cooling for 30 mins. The reaction mixture was then reduced in vacuo and the residue separated between DCM (150 ml) and H2O (150 ml). The organics were separated and the aqueous layer was re-extracted with DCM (2×150 ml). Organics were combined, dried (MgSO4) and reduced in vacuo and the resulting residue purified by prep HPLC to give the title compound as a white solid. Yield: 0.18 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410123B2
Source datasetuspto-grants-2013_04
ORD IDord-a9bd19474e9f4698b4995e346329c4d7
Source noteuspto-grants-2013_04