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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 534009Erstellt: 24. Oktober 2026

Water → 5-Bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile

https://huagongshe.com/de/reaction/534009

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt2,6-Dimethyl-3-pyridinolHCID 70732—
Edukt5-Bromo-3-nitropyridine-2-carbonitrileHCID 2769698—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrileHCID 67486452101,2%

Reaktionsschritte

To a 0° C. solution of 2,6-dimethylpyridin-3-ol (10 g, 81.2 mmol) in DMF (50 ml) was added sodium hydride (60% dispersion in oil, 3.4 g, 85 mmol). After 15 minutes, 5-bromo-3-nitropicolinonitrile (18.5 g, 81 mmol) was added and the mixture was allowed to warm slowly to ambient temperature. The reaction mixture was slowly added to 500 mL of rapidly stirring water. A light red solid formed and then the material formed a gum. The gum was extracted into ethyl acetate, and the organics washed with brine, dried over MgSO4 and concentrated in vacuo to afford 5-bromo-3-(2,6-dimethylpyridin-3-yloxy)picolinonitrile (25 g, 82 mmol, 101% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853409B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-d3ebc3b23e2d4d389e88503e7fd5fbc1
Quellennotizuspto-grants-2014_10