Sodium Hydroxide → 2-(Methylamino)-1,8-naphthyridine-3-carboxylic acid

HRID 1961448Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1961448
[CH3:1][NH:2][C:3]1[C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[OH-].[Na+]>CCO>[CH3:1][NH:2][C:3]1[C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 66745462Ethyl 2-(methylamino)-1,8-naphthyridine-3-carboxylate

Produkt 1

HCID 666337022-(Methylamino)-1,8-naphthyridine-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

Ethyl 2-(methylamino)-1,8-naphthyridine-3-carboxylate (58 mg, 0.25 mmol) was dissolved in EtOH. NaOH (0.75 ml, 1M aqueous solution) was added to the solution and the mixture stirred at 40° C. for 5.0 h. The organic solvent was removed under vacuo. The remaining aqueous residue was treated with HCl (1M aqueous solution) until slightly acidic and the product extracted with EtOAc. The combined organic phases were dried over MgSO4, filtered and concentrated yielding 50.0 mg (quant) of the title compound.

Aufarbeitung

  1. customThe organic solvent was removed under vacuo
  2. additionThe remaining aqueous residue was treated with HCl (1M aqueous solution) until slightly acidic and the product
  3. extractionextracted with EtOAc
  4. dry with materialThe combined organic phases were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-88513ff0f3f642b6af055c6c60df398f
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08415333B2

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