HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 879544Erstellt: 24. Oktober 2026
Potassium Carbonate → 5-(5-bromo-2-methylpyridin-3-yl)-1-methyl-1H-indazole
https://huagongshe.com/de/reaction/879544
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3,5-Dibromo-2-methylpyridine | HCID 619705 | — |
| Edukt | 5-(Bromomethyl)-1-methyl-1H-indazole | HCID 49761704 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-(5-bromo-2-methylpyridin-3-yl)-1-methyl-1H-indazole | HCID 86700366 | — |
| Produkt | 5-(5-bromo-6-methylpyridin-3-yl)-1-methyl-1H-indazole | HCID 86700367 | — |
Reaktionsschritte
To a solution of 3,5-dibromo-2-methylpyridine (1.0 g, 3.99 mmol) and 5-(bromomethyl)-1-methyl-1H-indazole (772 mg, 4.38 mmol) in 1,4-dioxane (12 mL) was added Pd(PPh3)4 (231 mg, 0.20 mmol) and potassium carbonate solution (2 M aqueous, 6 mL, 12 mmol). The reaction mixture was stirred at 105° C. in a sealed tube for 1.5 h. The mixture was diluted with water (15 mL) and EtOAc (20 mL). The layers were separated, and the organic layer was dried, filtered, and concentrated in vacuo. The crude material was purified by CombiFlash (EtOAc w/5% MeOH and Hexanes) to give 5-(5-bromo-2-methylpyridin-3-yl)-1-methyl-1H-indazole and 5-(5-bromo-6-methylpyridin-3-yl)-1-methyl-1H-indazole.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08987250B2 |
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| Quelldatensatz | uspto-grants-2015_03 |
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| ORD ID | ord-ca3fabd5a2aa4e58945490cc7b3a090f |
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| Quellennotiz | uspto-grants-2015_03 |
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