Реакция #595358

ord-a76f2533075a49bcb780ac35c9329078

Уравнение реакции

N#Cc1c(N)nc(S)c(C#N)c1-c1ccc(OCCO)cc1
compound
N#Cc1c(N)nc(S)c(C#N)c1-c1ccc(OCCO)cc1
2-Amino-4-[4-(2-hydroxyethoxy)phenyl]-6-mercaptopyridine-3,5-dicarbonitrile
Cc1cc(-c2nc(CCl)co2)ccc1Cl
compound
Cc1cc(-c2nc(CCl)co2)ccc1Cl
4-(Chloromethyl)-2-(4-chloro-3-methylphenyl)-1,3-oxazole
O=C([O-])O.[Na+]
sodium bicarbonate
Cc1cc(-c2nc(CSc3nc(N)c(C#N)c(-c4ccc(OCCO)cc4)c3C#N)co2)ccc1Cl
2-Amino-6-({[2-(4-chloro-3-methylphenyl)-1,3-oxazol-4-yl]methyl}thio)-4-[4-(2-hydroxyethoxy)-phenyl]pyridine-3,5-dicarbonitrile

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe mixture is then filtered
  2. 2
    Другоеthe filtrate is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)
  3. 3
    ДругоеAfter removal of the solvent
  4. 4
    Другоеon a rotary evaporator
  5. 5
    Другоеthe product is obtained as a white solid

Методика

52 mg (0.17 mmol) of the compound from Example 1A and 89 mg (0.18 mmol) of the compound from Example 28A, together with 42 mg (0.50 mmol) of sodium bicarbonate, are suspended in 1.8 ml of dry DMF. The reaction mixture is stirred at RT for 12 h. The mixture is then filtered and the filtrate is purified directly by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). After removal of the solvent on a rotary evaporator, the product is obtained as a white solid.

Источник

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