Реакция #41532

ord-5739102b7b02496e84958cd0c1d66046

Уравнение реакции

c1nc[nH]n1
[1,2,4]triazole
[H-].[Na+]
sodium hydride
CN(C)C=O
dimethylformamide
CS(=O)(=O)c1nc2c(Oc3ccc(F)cc3)cc(Oc3cccnc3)cc2[nH]1
4-(4-fluoro-phenoxy)-2-methanesulfonyl-6-(pyridin-3-yloxy)-1H-benzimidazole
Fc1ccc(Oc2cc(Oc3cccnc3)cc3[nH]c(-n4cncn4)nc23)cc1
4-(4-fluoro-phenoxy)-6-(pyridin-3-yloxy)-2-[1,2,4]triazol-1-yl-1H-benzimidazole

Растворители

Условия реакции

Температура
160°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеthe reaction liquid
  2. 2
    ДругоеThe reaction liquid
  3. 3
    Промывкаwashed with water and saturated saline in order
  4. 4
    Сушкаdried with anhydrous magnesium sulfate
  5. 5
    ДругоеThe solvent was evaporated away under reduced pressure
  6. 6
    Другоеthe resulting residue was purified
  7. 7
    Другоеthrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), ethyl acetate)
  8. 8
    Другоеto obtain the entitled compound

Методика

5.0 mg of sodium hydride was added to a dimethylformamide (0.5 ml) solution of 16 mg of 4-(4-fluoro-phenoxy)-2-methanesulfonyl-6-(pyridin-3-yloxy)-1H-benzimidazole, and then 10.4 mg of [1,2,4]triazole was added to it, and the reaction liquid was stirred overnight at 160° C. The reaction liquid was diluted with ethyl acetate, washed with water and saturated saline in order, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), ethyl acetate) to obtain the entitled compound.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07728025B2uspto-grants-2010_06