Sodium ethoxide → 7-(4-Amino-3-fluorophenoxy)-1-N-methyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

HRID 2272679Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2272679
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([NH2:13])[C:8]=2[N:14]([CH3:20])[C:15](=O)[O:16]CC)=[CH:4][C:3]=1[F:23].CC[O-].[Na+].[Na]>CCO>[NH2:1][C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]3[NH:13][C:15](=[O:16])[N:14]([CH3:20])[C:8]=23)=[CH:4][C:3]=1[F:23]

Komponenten

5

Edukt 3

HCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 44184953Ethyl 4-(4-amino-3-fluorophenoxy)-2-aminopyridin-3-yl-methyl-carbamate

Produkt 1

HCID 441849547-(4-Amino-3-fluorophenoxy)-1-N-methyl-1H-imidazo[4,5-b]pyridin-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Ethyl 4-(4-amino-3-fluorophenoxy)-2-aminopyridin-3-yl-methyl-carbamate (7a) (320 mg, 1.0 mmol) was suspended in a solution of EtONa in EtOH (4 mL), obtained from dissolving sodium (480 mg, 21 mmol) in ethanol (9 mL). The suspension was heated under microwave irradiation for 1 hour (100° C., 100 W). The mixture was cooled at room temperature and the solvent was evaporated. The residue was dissolved in water and was acidified with AcOH to pH 4. The precipitate formed was recovered by filtration, to afford the title compound.

Aufarbeitung

  1. customobtained
  2. temperatureThe mixture was cooled at room temperature
  3. customthe solvent was evaporated
  4. dissolutionThe residue was dissolved in water
  5. customThe precipitate formed
  6. filtrationwas recovered by filtration

Quellen und Nachweise

ORD-Eintrag
ord-30bded027ce64b7a9a14582a5b708fc9
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09120789B2

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