Sodium Carbonate → 7,8-Dibromo-2-methoxy-[1,5]naphthyridine

HRID 2273210Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2273210
P(Br)(Br)[Br:2].[Br:5][C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1O)=[N:13][C:12]([O:17][CH3:18])=[CH:11][CH:10]=2.C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[Br:5][C:6]1[C:15]([Br:2])=[C:14]2[C:9]([CH:10]=[CH:11][C:12]([O:17][CH3:18])=[N:13]2)=[N:8][CH:7]=1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 24614Phosphorus tribromideHCID 178487833HCID 178487833, Verbindung

Produkt 1

HCID 672578837,8-Dibromo-2-methoxy-[1,5]naphthyridineAusbeute 80,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Phosphorus tribromide (140 mg, 0.53 mmol, 1.3 eq) is added at 0° C. to a stirred suspension of 3-bromo-6-methoxy-[1,5]naphthyridin-4-ol (100 mg, 0.39 mmol, 1.0 eq) in N,N-dimethylformamide (1 mL). After 2 hours stirring at room temperature, the reaction mixture is poured into saturated sodium carbonate aqueous solution (50 mL). The resulting suspension is filtered and the cake is washed with water and methanol to afford 7,8-dibromo-2-methoxy-[1,5]naphthyridine as a white solid (100 mg, 80% yield).

Aufarbeitung

  1. filtrationThe resulting suspension is filtered
  2. washthe cake is washed with water and methanol

Quellen und Nachweise

ORD-Eintrag
ord-92f30c14292e46ff82bddab91d9a0b1e
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09120822B2

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