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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242889Generated: October 30, 2026

Cesium carbonate → HCID 86668874, compound

https://huagongshe.com/reaction/242889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Methylphenyl boronic acidHCID 2733267—
Reactant3-Bromo-1-benzothiophene-2-carbaldehydeHCID 12506014—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86668874HCID 86668874—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3-bromobenzo[b]thiophene-2-carbaldehyde (500 mg, 2.07 mmol), 2-methylphenylboronic acid (394 mg, 2.90 mmol), Pd(PPh3)4 (243 mg, 0.21 mmol), Cs2CO3 (2.02 g, 6.21 mmol) in dioxane (12 mL) and water (4 mL) was degassed with a stream of nitrogen then heated at 130° C. in a sealed tube using microwave irradiation for 45 min. The reaction mixture was extracted with EtOAc, and the organic fraction washed with water, followed by brine, dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-70% DCM in cyclohexane) affording the title compound (quantitative yield). LCMS (Method C): RT 4.16 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-af0c99e1ae0946f28f54f3d293a32d10
Source noteuspto-grants-2014_02