Реакция #595356

ord-963d645643a140edb98468049189ceca

Уравнение реакции

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

Растворители

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09095582B2uspto-grants-2015_08