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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15122Erstellt: 26. Oktober 2026

Water → 8-Bromo-7-chloro-2-methoxy-1,5-naphthyridine

https://huagongshe.com/reaction/15122

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktPotassium CarbonateHCID 11430—
EduktPhosphorus tribromideHCID 24614—
Edukt3-Chloro-6-methoxy-[1,5]naphthyridin-4-olHCID 57418810—
EduktHCID 178487877HCID 178487877—
LösungsmittelDimethylformamideHCID 6228—
Produkt8-Bromo-7-chloro-2-methoxy-1,5-naphthyridineHCID 5135822391%

Reaktionsbedingungen

Temperatur10 °C

Reaktionsschritte

To a solution of 3-chloro-6-(methyloxy)-1,5-naphthyridin-4(1H)-one (3-chloro-6-(methoxy)-1,5-naphthyridin-4-ol, for a synthesis see WO2004058144, Example 1(a)) (43 g, 204.8 mmol) in N,N-dimethylformamide (500 ml) at 0° C. was added phosphorous tribromide dropwise (23.3 ml, 245.8 mmol). The reaction mixture was then stirred at 10° C. for 0.5 hour and then at 25° C. for 1 hour. The mixture was then poured onto 1600 ml of water and basified to pH 7 with potassium carbonate. The solid formed was filtered off, washed with water and dried in vacuo to afford the desired compound (51 g, 91%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732460B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-e71f60717c35491292adc3deb5bf6d24
Quellennotizuspto-grants-2010_06