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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388867Generated: November 2, 2026

Cesium carbonate → HCID 86761619, compound

https://huagongshe.com/reaction/2388867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 53628401HCID 53628401—
Reactant4-Chloro-2-([(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidineHCID 86619877—
ReactantHCID 131729953HCID 131729953—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86761619HCID 86761619—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of tert-butyl[(3S)-1-(aminosulfonyl)pyrrolidin-3-yl]carbamate (the product from step i), 0.525 g), tris(dibenzylideneacetone)dipalladium (0) (50 mg), 2-dicyclohexylphosphino-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (XPHOS) (50 mg), cesium carbonate (0.429 g) and 4-Chloro-2-[[(2,3-difluorophenyl)methyl]thio]-6-methoxypyrimidine ((the product from example 35 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 40 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 to give the subtitle compound as a yellow solid. Yield: 0.75 g

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269002B2
Source datasetuspto-grants-2012_09
ORD IDord-3d2cd958b5e64f5dafafeb5c01d00e07
Source noteuspto-grants-2012_09