Реакция #1005972

ord-25c05e8c18f04a95a89c7395fd3483c1

Уравнение реакции

CCS(=O)(=O)c1ccccc1C(=O)CBr
2-bromo-2′-ethylsulfonylacetophenone
Nc1cc(C(F)(F)F)ccn1
2-amino-4-trifluoromethylpyridine
CCS(=O)(=O)c1ccccc1-c1cn2ccc(C(F)(F)F)cc2n1
2-(2-ethylsulfonylphenyl)-7-trifluoromethyl-imidazo[1,2-a]pyridine
Выход 26.0%

Растворители

Условия реакции

Температура
130°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураwas refluxed for 1 hour
  2. 2
    Концентрированиеconcentrated under reduced pressure
  3. 3
    workup.ADDITIONA mixture of the residue, 250 mg of sodium bicarbonate and 1.5 ml of DMF
  4. 4
    workup.ADDITIONWater was poured to the cooled reaction mixture
  5. 5
    Экстракцияthe mixture was extracted with ethyl acetate
  6. 6
    ПромывкаThe organic layer was washed with water
  7. 7
    Сушкаdried over anhydrous magnesium sulfate
  8. 8
    Концентрированиеconcentrated under reduced pressure

Методика

A mixture of 1.0 g of 2-bromo-2′-ethylsulfonylacetophenone, 334 mg of 2-amino-4-trifluoromethylpyridine and 4 ml of ethanol was refluxed for 1 hour and concentrated under reduced pressure. A mixture of the residue, 250 mg of sodium bicarbonate and 1.5 ml of DMF was stirred at 130° C. for 1 hour. Water was poured to the cooled reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 190 mg of 2-(2-ethylsulfonylphenyl)-7-trifluoromethyl-imidazo[1,2-a]pyridine (hereinafter, referred to as Compound of Present Invention 8).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09271500B2uspto-grants-2016_03