Acetic Acid → 2-(5-Bromo-2-fluoro-phenyl)-3H-pteridin-4-one

HRID 928262

Reaktionsgleichung

Reaktionsgleichung von HRID 928262
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:20])=[C:6]([CH:19]=1)[C:7]([NH:9][C:10]1[C:11]([C:16]([NH2:18])=[O:17])=[N:12][CH:13]=[CH:14][N:15]=1)=O.[OH-].[K+].CC(O)=O>O.CS(C)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:20])=[C:6]([C:7]2[NH:18][C:16](=[O:17])[C:11]3[C:10](=[N:15][CH:14]=[CH:13][N:12]=3)[N:9]=2)[CH:19]=1

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 577423843-(5-Bromo-2-fluorobenzoylamino)pyrazine-2-carboxamide

Produkt 1

HCID 1361099582-(5-Bromo-2-fluoro-phenyl)-3H-pteridin-4-oneAusbeute 84,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 3-(5-bromo-2-fluorobenzoylamino)pyrazine-2-carboxamide 103 (2.3 g, 6.78 mmol) and KOH (3.81 g, 67.8 mmol) in H2O (60 mL) and DMSO (20 mL) was stirred at room temperature for 45 min. Acidification to pH 5 (pH paper control) with AcOH followed by addition of 50 mL of ice-cold water afforded a precipitate, which was filtered off, washed with H2O, acetonitrile and ether to give 1.83 g of the title product 104 as a white powder (LCMS analysis).

Aufarbeitung

  1. customafforded a precipitate, which
  2. filtrationwas filtered off
  3. washwashed with H2O, acetonitrile and ether

Quellen und Nachweise

ORD-Eintrag
ord-9941235d6e0b4118a1762ec6c242905a
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09290502B2

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