Ammonium formate → 7-Hydroxy-4-(2-methylindol-5-yloxy)quinazoline

HRID 454087Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 454087
C([O-])=O.[NH4+].C([O:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17]([O:23][C:24]3[CH:25]=[C:26]4[C:30](=[CH:31][CH:32]=3)[NH:29][C:28]([CH3:33])=[CH:27]4)=[N:18][CH:19]=[N:20]2)=[CH:15][CH:14]=1)C1C=CC=CC=1>[Pd].CN(C=O)C>[OH:12][C:13]1[CH:22]=[C:21]2[C:16]([C:17]([O:23][C:24]3[CH:25]=[C:26]4[C:30](=[CH:31][CH:32]=3)[NH:29][C:28]([CH3:33])=[CH:27]4)=[N:18][CH:19]=[N:20]2)=[CH:15][CH:14]=1

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 220307817-Benzyloxy-4-(2-methylindol-5-yloxy)quinazoline

Produkt 1

HCID 1357631147-Hydroxy-4-(2-methylindol-5-yloxy)quinazolineAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

10% Palladium on charcoal (200 mg) followed by ammonium formate (4.34 g, 69 mmol) were added to a solution of 7-benzyloxy-4-(2-methylindol-5-yloxy)quinazoline (1.75 g, 4.58 mmol) in DMF (60 ml). After stirring for 1 hour at ambient temperature, the mixture was filtered. The filtrate was evaporated. The residue was triturated with water, filtered, washed with ethyl acetate, and dried under vacuum to give 7-hydroxy-4-(2-methylindol-5-yloxy)quinazoline (1.24 g, 93%).

Aufarbeitung

  1. filtrationthe mixture was filtered
  2. customThe filtrate was evaporated
  3. customThe residue was triturated with water
  4. filtrationfiltered
  5. washwashed with ethyl acetate
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-abafa1972a044234b5d7e5e735c73d04
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492560B2

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