Реакция #325553

ord-325bb98fb8fd415ea261e8d718bd0fed

Уравнение реакции

Cn1nccc1-c1cn[nH]c1
2-methyl-1′H,2H-3,4′-bipyrazole
FC(F)(F)c1ccc(I)cc1
4-iodobenzotrifluoride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN[C@@H]1CCCC[C@H]1NC
trans-N,N′-dimethylcyclohexan-1,2-diamine
[Cl-].[NH4+]
ammonium chloride
Cn1nccc1-c1cnn(-c2ccc(C(F)(F)F)cc2)c1
title compound
Выход 80.7%
Cn1nccc1-c1cnn(-c2ccc(C(F)(F)F)cc2)c1
2-Methyl-1′-[4-(trifluoromethyl)phenyl]-1′H,2H-3,4′-bipyrazole
Выход 80.7%

Растворители

Условия реакции

Температура
100°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияthe obtained mixture was then extracted with chloroform
  2. 2
    СушкаThe organic layer was dried over anhydrous magnesium sulfate
  3. 3
    Концентрированиеwas then concentrated under a reduced pressure
  4. 4
    ДругоеThe residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=9:1 to 1:1)

Методика

Under a nitrogen atmosphere, a mixture of 2-methyl-1′H,2H-3,4′-bipyrazole (176 mg), 4-iodobenzotrifluoride (485 mg), copper iodide (45 mg), potassium carbonate (329 mg), trans-N,N′-dimethylcyclohexan-1,2-diamine (135 mg) and N,N-dimethylformamide (2.2 mL) was stirred at 100° C. for 16 hours. Thereafter, a saturated ammonium chloride aqueous solution was added to the reaction solution, and the obtained mixture was then extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and was then concentrated under a reduced pressure. The residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=9:1 to 1:1), so as to obtain the title compound (280 mg) in the form of a colorless solid.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08642626B2uspto-grants-2014_02