Réaction #1005944

ord-2833baeb11584e4787c4da4f052e18c2

Équation de réaction

FC(F)(F)C1(c2cc(Cl)cc(Cl)c2)CCNC1
3-(3,5-Dichlorophenyl)-3-(trifluoromethyl)pyrrolidine
N#Cc1ccc(F)cc1C(F)(F)F
4-fluoro-2-trifluoromethylbenzonitrile
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CN(C)C=O
N,N-dimethylformamide
N#Cc1ccc(N2CCC(c3cc(Cl)cc(Cl)c3)(C(F)(F)F)C2)cc1C(F)(F)F
title compound
Rendement 42.5%
N#Cc1ccc(N2CCC(c3cc(Cl)cc(Cl)c3)(C(F)(F)F)C2)cc1C(F)(F)F
4-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-2-(trifluoromethyl)-benzonitrile
Rendement 42.5%

Conditions de réaction

Température
110°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter cooling the mixture to room temperature
  2. 2
    Lavagewashed with water three times
  3. 3
    SéchageThe organic layer was dried over anhydrous magnesium sulfate
  4. 4
    AutreThe solvent was evaporated off under reduced pressure
  5. 5
    Autrethe residue was then purified by a column chromatography

Mode opératoire

3-(3,5-Dichlorophenyl)-3-(trifluoromethyl)pyrrolidine (5.6 g), 4-fluoro-2-trifluoromethylbenzonitrile (4.5 g) and potassium carbonate (5.4 g) were added to N,N-dimethylformamide (50 mL), and the mixture was stirred at 110° C. for 4 hours. After cooling the mixture to room temperature, the solution was diluted with ethyl acetate and washed with water three times. The organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated off under reduced pressure, and the residue was then purified by a column chromatography to obtain the title compound (3.8 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09271499B2uspto-grants-2016_03