Water → Methyl 4-Hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

HRID 1179296Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1179296
C[O-].[Na+].[CH3:4][O:5][C:6](=[O:21])[CH2:7][C:8]([NH:10][C:11]1[C:12]([C:17]([O:19]C)=O)=[N:13][CH:14]=[CH:15][CH:16]=1)=[O:9].O>C1COCC1>[OH:19][C:17]1[C:12]2[C:11](=[CH:16][CH:15]=[CH:14][N:13]=2)[NH:10][C:8](=[O:9])[C:7]=1[C:6]([O:5][CH3:4])=[O:21]

Komponenten

5

Edukt 3

HCID 962WaterHCID 10942334Sodium MethoxideHCID 42637833Methyl 3-[(3-methoxy-3-oxopropanoyl)amino]pyridine-2-carboxylate

Produkt 1

HCID 54729994Methyl 4-Hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Sodium methoxide (0.73 g, 13.5 mmol) was added to 2 methyl 3-[(3-methoxy-3-oxopropanoyl)amino]pyridine-2-carboxylate (0.9 g, 3.4 mmol) dissolved in THF (20 mL). The reaction was stirred overnight. Water was added and the solvents removed. The residue was dissolved in water and purified by reverse phase HPLC eluting with a gradient of 5-40% acetonitrile/water (0.1% TFA) to give the product as a yellow solid.

Aufarbeitung

  1. customthe solvents removed
  2. dissolutionThe residue was dissolved in water
  3. custompurified by reverse phase HPLC
  4. washeluting with a gradient of 5-40% acetonitrile/water (0.1% TFA)

Quellen und Nachweise

ORD-Eintrag
ord-ce6430c383cc4bed966ac9a3a034aa0e
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279487B2

Notizen zur Reaktion

Wird geladen…