Dimethylformamide → 3-Bromo-6-methoxy-2,4-dimethylpyridine

HRID 1043889Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1043889
[Br:1][C:2]1[C:3]([CH3:10])=[N:4][C:5](Cl)=[CH:6][C:7]=1[CH3:8].CN([CH:14]=[O:15])C.C[O-].[Na+]>O>[Br:1][C:2]1[C:3]([CH3:10])=[N:4][C:5]([O:15][CH3:14])=[CH:6][C:7]=1[CH3:8]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 10942334Sodium MethoxideHCID 714643513-Bromo-6-chloro-2,4-dimethylpyridine

Produkt 1

HCID 112413813-Bromo-6-methoxy-2,4-dimethylpyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

3-bromo-6-chloro-2,4-dimethylpyridine obtained in Preparation Example 21 (200 mg) was added to DMF (1 mL). Sodium methoxide (28% solution in methanol, 0.741 mL) was added to the solution, and the mixture was stirred at 60° C. for 15 hours. Water was added to the reaction mixture, followed by extraction with diethyl ether. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 10%) to give the title compound (172 mg).

Aufarbeitung

  1. extractionfollowed by extraction with diethyl ether
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 10%)

Quellen und Nachweise

ORD-Eintrag
ord-9d9fa4fc783643cb9777faa0cab256b9
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563565B2

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