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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642975Generated: November 2, 2026

Cesium carbonate → HCID 59259724, compound

https://huagongshe.com/reaction/642975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1,4-DioxaneHCID 31275—
Reactant2-Bromo-5-nitrothiopheneHCID 83222—
ReactantBinap, (A+-)-HCID 634876—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 59259724HCID 5925972411%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of potassium methoxymethyl trifluoroborate (33 mg, 0.22 mmol), 2-bromo-5-nitrothiophene (30 mg, 0.14 mmol), 1,4-dioxane (1.5 ml), water (0.15 ml), cesium carbonate (235 mg, 0.72 mmol), palladium (II) acetate (3.2 mg, 0.014 mmol), and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (9.0 mg, 0.014 mmol) was stirred at 100° C. (external temperature) for 6 hours. After the reaction mixture was cooled at room temperature, water and ethyl acetate were added to the mixture, followed by filtration using Celite. The organic layer was washed with an aqueous saturated sodium chloride solution, and the solvent was distilled off under reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=3:1) to obtain the title compound (2.7 mg, 0.016 mmol, 11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696347B2
Source datasetuspto-grants-2010_04
ORD IDord-f554aa7f642a4c47944949564482c0f0
Source noteuspto-grants-2010_04