Bromine → 3-Bromo-5-(pyrazin-2-yl)pyridin-2(1H)-one

HRID 1388664Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1388664
[Br:1]Br.[N:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[CH:11][C:12](=[O:15])[NH:13][CH:14]=1>C(O)(=O)C>[Br:1][C:11]1[C:12](=[O:15])[NH:13][CH:14]=[C:9]([C:4]2[CH:5]=[N:6][CH:7]=[CH:8][N:3]=2)[CH:10]=1

Komponenten

4

Edukt 2

HCID 24408BromineHCID 233188115-(Pyrazin-2-yl)pyridin-2(1H)-one

Produkt 1

HCID 136451023-Bromo-5-(pyrazin-2-yl)pyridin-2(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

3 ml of bromine are added to a stirred suspension of 5-(2-pyrazinyl)-2(1H)-pyridone (9.0 g) in 300 ml of glacial acetic acid warmed to a temperature of 50° C. The mixture is stirred at RT overnight, cooled in an ice bath to 16° C. and filtered. The filtered yellow solid is suspended in 100 ml of distilled H2O, to which sodium bisulfite is gradually added until the solid appears tan. A saturated potassium carbonate solution is slowly added until the pH is adjusted to 7.4, and the suspension is filtered. The filtered solid is washed with H2O and dried under high vacuum at 100° C. for 4 hours, giving the desired 3-bromo-5-(2-pyrazinyl)-2(1H)-pyridone which is recrystallized from methanol, M.P. >250° C.

Aufarbeitung

  1. temperaturecooled in an ice bath to 16° C.
  2. filtrationfiltered
  3. additionis gradually added until the solid
  4. additionA saturated potassium carbonate solution is slowly added until the pH
  5. filtrationthe suspension is filtered
  6. washThe filtered solid is washed with H2O
  7. customdried under high vacuum at 100° C. for 4 hours

Quellen und Nachweise

ORD-Eintrag
ord-284892566b594c60b829966db3f76c88
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04432979

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