Sodium Methoxide → 2-Bromo-6-methoxypyridin-3-ol

HRID 1846236Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846236
[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.[CH3:10][O-:11].[Na+]>CN(C=O)C>[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[C:4]([O:11][CH3:10])[N:3]=1

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 467386822-Bromo-6-chloropyridin-3-ol

Produkt 1

HCID 899642662-Bromo-6-methoxypyridin-3-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a 0° C. solution of 2-bromo-6-chloropyridin-3-ol (1 eq.) and DMF (0.2 M) is added NaOMe (2.2 eq.). The solution is allowed to warm to room temperature as the cooling bath expires and allowed to stir at room temperature for 24 h. The reaction is quenched with saturated NH4Cl and diluted with water. The aqueous solution is extracted with EtOAc. The combined EtOAc layers are dried over MgSO4, concentrated in vacuo, and purified by column chromatography to give the title compound.

Aufarbeitung

  1. customThe reaction is quenched with saturated NH4Cl
  2. additiondiluted with water
  3. extractionThe aqueous solution is extracted with EtOAc
  4. dry with materialThe combined EtOAc layers are dried over MgSO4
  5. concentrationconcentrated in vacuo
  6. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-da3795bddaca487fa6f4a27f388fbeab
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952009B2

Notizen zur Reaktion

Wird geladen…