Reaktion #595356

ord-963d645643a140edb98468049189ceca

Reaktionsgleichung

N#Cc1c(N)nc(Sc2ccccc2)c(C#N)c1-c1ccc(OCCO)cc1
compound
N#Cc1c(N)nc(Sc2ccccc2)c(C#N)c1-c1ccc(OCCO)cc1
2-Amino-4-[4-(2-hydroxyethoxy)phenyl]-6-(phenylsulfanyl)pyridine-3,5-dicarbonitrile
[Na+].[OH-]
sodium hydroxide
N#Cc1c(N)[nH]c(=O)c(C#N)c1-c1ccc(OCCO)cc1
6-Amino-4-[4-(2-hydroxyethoxy)phenyl]-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigea clear solution is formed
  2. 2
    TemperaturAfter cooling to RT
  3. 3
    Sonstigethe solvent is removed on a rotary evaporator
  4. 4
    Sonstigeis formed
  5. 5
    workup.STIRRINGThe suspension is stirred at RT for 3 h
  6. 6
    FiltrationThe precipitate is filtered off
  7. 7
    Waschenwashed with about 5 ml of water
  8. 8
    Sonstigea little ethanol and then recrystallized from about 10 ml of ethanol
  9. 9
    SonstigeThe product obtained in this manner
  10. 10
    Sonstigeis used without further purification in the subsequent reactions

Vorschrift

500 mg (1.29 mmol) of the compound from Example 99A are initially charged in 6.4 ml of ethanol. After addition of 2.57 g (28.96 mmol) of sodium hydroxide, the mixture is stirred at 80° C. for 30 min, and a clear solution is formed. After cooling to RT, the solvent is removed on a rotary evaporator. The residue is taken up in 3 ml of water and acidified with 1 N hydrochloric acid until a yellowish precipitate is formed. The suspension is stirred at RT for 3 h. The precipitate is filtered off, washed with about 5 ml of water and a little ethanol and then recrystallized from about 10 ml of ethanol. The product obtained in this manner is used without further purification in the subsequent reactions.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09095582B2uspto-grants-2015_08