HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 218188Erstellt: 24. Oktober 2026
Cesium carbonate → 4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamide
https://huagongshe.com/de/reaction/218188
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Edukt | 1H-Pyrazolo(4,3-b)pyridine | HCID 21643653 | — |
| Edukt | N-(2-bromo-5-chloro-pyridin-3-yl)-4-tert-butyl-benzenesulfonamide | HCID 57942597 | — |
| Katalysator | Copper iodide | HCID 83717 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Produkt | 4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamide | HCID 25134400 | — |
Reaktionsschritte
A solution of N-(2-bromo-5-chloro-pyridin-3-yl)-4-tert-butyl-benzene sulfonamide (226 mg, 0.559 mmol), 1H-pyrazolo[4,3-b]pyridine (100 mg, 0.839 mmol), trans-N,N′-dimethyl-cyclohexane-1,2-diamine (18 μL, 0.112 mmol), copper iodide (22 mg, 0.112 mmol), and cesium carbonate (383 mg, 1.17 mmol) in 2 mL of N,N-dimethylacetamide was heated at 130° C. for 2 hours. Ethyl acetate and water were added and the layers were separated. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The crude reside was subsequently purified by flash column chromatography (0-100% ethyl acetate in hexanes) to afford 4-tert-butyl-N-(5-chloro-2-pyrazolo[4,3-b]pyridin-1-yl-pyridin-3-yl)-benzenesulfonamide: MS (ES) M+H expected 442.1, found 442.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08198309B2 |
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| Quelldatensatz | uspto-grants-2012_06 |
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| ORD ID | ord-9f69bbd2270d431e93a1596e7ff85aa5 |
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| Quellennotiz | uspto-grants-2012_06 |
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