HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242889Generated: October 30, 2026
Cesium carbonate → HCID 86668874, compound
https://huagongshe.com/reaction/242889
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Reactant | 3-Bromo-1-benzothiophene-2-carbaldehyde | HCID 12506014 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86668874 | HCID 86668874 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08653089B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-af0c99e1ae0946f28f54f3d293a32d10 |
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| Source note | uspto-grants-2014_02 |
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