Réaction #70908

Équation de réaction

N-[(1S)-1-(4-bromophenyl)ethyl]cyclopropanecarboxamide

3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine

sodium t-butoxide

toluene

→

N-[(1S)-1-(4-{3-[3,5-bis-(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}phenyl)ethyl]cyclopropanecarboxamide

Rendement 100.0%

Solvants

ethyl acetate

Conditions de réaction

Traitement

1. 1
   Autrereacted in a microwave reactor (Initiator™, manufactured by Biotage) for 10 minutes at 120° C
2. 2
   workup.ADDITIONwas added
3. 3
   Filtrationthe precipitates were filtered
4. 4
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
5. 5
   Autrethe residue was purified by silica gel column chromatography

Mode opératoire

To a reaction vessel, N-[(1S)-1-(4-bromophenyl)ethyl]cyclopropanecarboxamide (134 mg), 3-[3,5-bis(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidine (211 mg), sodium t-butoxide (96 mg), tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (10 mg), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (18 mg) and toluene (6 ml) were added, and reacted in a microwave reactor (Initiator™, manufactured by Biotage) for 10 minutes at 120° C. Upon the completion of the reaction, ethyl acetate was added and the precipitates were filtered by using silica gel. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography to obtain N-[(1S)-1-(4-{3-[3,5-bis-(trifluoromethyl)phenyl]-3-(trifluoromethyl)pyrrolidin-1-yl}phenyl)ethyl]cyclopropanecarboxamide (269 mg). 1H-NMR (CDCl3) as given in Table 2

Source