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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 656875Erstellt: 24. Oktober 2026

Sodium Methoxide → 8-Bromo-2,7-dimethoxy-1,5-naphthyridine

https://huagongshe.com/de/reaction/656875

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium MethoxideHCID 10942334—
Edukt8-Bromo-7-fluoro-2-methoxy-1,5-naphthyridineHCID 45480320—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt8-Bromo-2,7-dimethoxy-1,5-naphthyridineHCID 5857936495%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

8-Bromo-7-fluoro-2-(methoxy)-1,5-naphthyridine (for a synthesis see WO2004058144, example 53(g) (11.215 g, 43.64 mmol) was stirred in methanol (100 mL) at rt under argon and a solution of sodium methoxide in methanol (94 ml of a ca. 25% solution, 10 eq.) was added. The mixture was heated at 50° C. for 1 h. The mixture was allowed to cool to rt, then was diluted with water (500 ml) and brine (500 ml), and extracted with DCM (2×300 ml). The DCM extracts were combined, dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to give 8-bromo-2,7-bis(methoxy)-1,5-naphthyridine as a cream solid (11.21 g, 95%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08071592B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-4188d68c8eb842049e18a118cabd3010
Quellennotizuspto-grants-2011_12