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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1025002Generated: October 31, 2026

Cesium carbonate → HCID 53628405, compound

https://huagongshe.com/reaction/1025002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 67051286HCID 67051286—
Reactant4-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidineHCID 86619877—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 53628405HCID 53628405—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of tert-butyl (3S)-4-(aminosulfonyl)-3-methylpiperazine-1-carboxylate (0.372 g), tris(dibenzylideneacetone)dipalladium (0) (50 mg), 2-dicyclohexylphosphino-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (XPHOS) (50 mg), cesium carbonate (0.286 g) and 4-Chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine ((the product from example 35 step i), 0.373 g) in dioxane (20 ml) was heated at reflux in a microwave at 100° C., 300 W, open vessel with cooling for 60 min. The reaction mixture was then reduced in vacuo and the residue separated between DCM (150 ml) and H2O (100 ml). The organics were separated and the aqueous layer was re-extracted with DCM (3×150 ml). Organics were combined, dried (MgSO4) and reduced in vacuo to give the subtitle compound as a yellow solid. Yield: 0.65 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722883B2
Source datasetuspto-grants-2014_05
ORD IDord-722d6d8fadba4464a7f265ac544935df
Source noteuspto-grants-2014_05