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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592787Generated: October 31, 2026

Cesium carbonate → HCID 86684342, compound

https://huagongshe.com/reaction/592787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant3,5-Dibromo-1-methylpyridin-2(1H)-oneHCID 3614350—
Reactant1190071-58-9HCID 49839965—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86684342HCID 8668434254%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 189d (1.1 g, 3.94 mmol), 3,5-dibromo-1-methylpyridin-2(1H)-one (1.1 g, 3.94 mmol), palladium diacetate (45 mg, 0.20 mmol), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (245 mg, 0.39 mmol), and Cs2CO3 (2.6 g, 7.9 mmol) in 1,4-dioxane (150 mL) was heated at 120° C. for 2 hours. It was then cooled to room temperature and concentrated under reduced pressure. The residue was purified by column chromatography eluting with 30:1 dichloromethane/methanol to afford 189e (900 mg, 54%). MS: [M+H]+ 465.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-82b2b9f6a7ff4c538c4e2d0f239e6556
Source noteuspto-grants-2016_01