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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966843Generated: November 2, 2026

Cesium carbonate → HCID 66732690, compound

https://huagongshe.com/reaction/1966843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-BromopyridineHCID 14268—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 66732901HCID 66732901—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66732690HCID 66732690—

Reaction Steps

2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl (0.3 equivalent), palladium acetate (0.09 equivalent) and cesium carbonate (1.5 equivalent) is added to 4-bromo pyridine (1 equivalent) in anhydrous dioxane under inert atmosphere. 1-Ethyl-5-(5-oxa-6-azaspiro[3.4]oct-6-en-7-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (1.3 equivalent) (example 36) is added and the reaction mixture is stirred at reflux for about 10-12 hours. It is cooled to room temperature and filtered through celite. The reaction mixture is extracted with ethyl acetate. The organic layer is washed with water, dried over anhydrous sodium sulphate and concentrated in vacuo. The crude compound is purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420666B2
Source datasetuspto-grants-2013_04
ORD IDord-0264ae035df84c6c87c05642a23b4e4e
Source noteuspto-grants-2013_04