HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57806Erstellt: 24. Oktober 2026
N,N'-Dimethylethylenediamine → 6-Chloro-1-(6-fluoropyridin-2-yl)-1H-pyrazolo[4,3-c]pyridine
https://huagongshe.com/de/reaction/57806
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Bromo-6-fluoropyridine | HCID 639438 | — |
| Edukt | 6-Chloro-1H-pyrazolo(4,3-c)pyridine | HCID 56932109 | — |
| Katalysator | Copper iodide | HCID 83717 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 6-Chloro-1-(6-fluoropyridin-2-yl)-1H-pyrazolo[4,3-c]pyridine | HCID 86280243 | 55,5% |
Reaktionsschritte
A mixture of 6-chloro-1H-pyrazolo[4,3-c]pyridine (13.778 mmol, 2115.9 mg), 2-bromo-6-fluoro-pyridine (15.156 mmol, 2667.3 mg), N,N′-Dimethylethylenediamine (13.778 mmol; 1.215 g; 1.37 mL), Copper iodide (13.778 mmol; 2650.5 mg), and potassium carbonate (15.156 mmol; 2.12 g) in 1,4-Dioxane (10 mL) was purged with Argon, then sealed and stirred at 100° C. for 20 hours. The mixture was cooled to room temperature, and then filtered through Celite. The filtrate was concentrated; the residue was purified on silica and eluted with 0 to 100% Ethyl acetate in Heptane to give 6-Chloro-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridine as an off-white solid (1.90 g, 55%) MS (ESI) m/z: 249 [M+H]+
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434725B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-0ae3849eb90847e88320600dde5b5d9f |
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| Quellennotiz | uspto-grants-2016_09 |
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