Reacción #595356

ord-963d645643a140edb98468049189ceca

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09095582B2uspto-grants-2015_08