HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1432205Erstellt: 25. Oktober 2026
Water → 1H-Pyrrolo[2,3-b]pyridine, 2-(2-furanyl)-5-(methylthio)-1-(phenylsulfonyl)-
https://huagongshe.com/reaction/1432205
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Furan, 2-ethynyl- | HCID 140409 | — |
| Edukt | 2-Benzenesulfonylamino-3-iodo-5-methylthiopyridine | HCID 15486851 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 1H-Pyrrolo[2,3-b]pyridine, 2-(2-furanyl)-5-(methylthio)-1-(phenylsulfonyl)- | HCID 15486852 | 85% |
Reaktionsschritte
To a solution of 2-benzenesulfonylamino-3-iodo-5-methylthiopyridine (1.60 g) in dioxane (40 ml), 2-ethynylfuran (725 mg), bis(triphenylphosphine) palladium chloride (138 mg), copper(I) iodide (75 mg) and triethylamine (598 mg) were added successively and the mixture was stirred in a sealed tube at 60° C. for 1 hour. After cooling, the reaction solution was poured into water, extracted with dichloromethane, dried over, anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain 1.24 g (85%) of the desired product as a brown oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07612070B2 |
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| Quelldatensatz | uspto-grants-2009_11 |
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| ORD ID | ord-a12745ff9f1c4a2f8d983518ef770b87 |
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| Quellennotiz | uspto-grants-2009_11 |
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