Reaktion #1005972

ord-25c05e8c18f04a95a89c7395fd3483c1

Reaktionsgleichung

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
Ausbeute 26.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
130°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas refluxed for 1 hour
  2. 2
    Einengenconcentrated 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
    Extraktionthe mixture was extracted with ethyl acetate
  6. 6
    WaschenThe organic layer was washed with water
  7. 7
    Trocknendried over anhydrous magnesium sulfate
  8. 8
    Einengenconcentrated under reduced pressure

Vorschrift

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).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271500B2uspto-grants-2016_03