Zurück
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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3,5-Dibromo-2-methylpyridineHCID 619705—
Edukt5-(Bromomethyl)-1-methyl-1H-indazoleHCID 49761704—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-(5-bromo-2-methylpyridin-3-yl)-1-methyl-1H-indazoleHCID 86700366—
Produkt5-(5-bromo-6-methylpyridin-3-yl)-1-methyl-1H-indazoleHCID 86700367—

Reaktionsbedingungen

Temperatur105 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08987250B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-ca3fabd5a2aa4e58945490cc7b3a090f
Quellennotizuspto-grants-2015_03