Réaction #70911

Équation de réaction

water

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

2,6-bis(trifluoromethyl)-4-[3-(trifluoromethyl)pyrrolidin-3-yl]pyridine

sodium tert-butoxide

→

N-[(1S)-1-(4-{3-[2,6-bis(trifluoromethyl)pyridin-4-yl]-3-(trifluoromethyl)pyrrolidin-1-yl}phenyl)ethyl]cyclopropanecarboxamide

Rendement 100.9%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   AutreThe vessel was sealed
2. 2
   Autreat 120° C.
3. 3
   Autrefor 10 min
4. 4
   Extractionwas then extracted twice with ethyl acetate
5. 5
   Lavagewhich was then washed with water
6. 6
   Séchagedried over anhydrous magnesium sulfate
7. 7
   FiltrationAfter the drying agent was filtered off
8. 8
   workup.DISTILLATIONthe solvent was distilled away under the reduced pressure
9. 9
   Autrethe residue was then purified by silica gel chromatography

Mode opératoire

To the solution of N-[(1S)-1-(4-bromophenyl)ethyl]cyclopropanecarboxamide (0.134 g) and 2,6-bis(trifluoromethyl)-4-[3-(trifluoromethyl)pyrrolidin-3-yl]pyridine (0.195 g) in toluene was added sodium tert-butoxide (0.096 g), tris(dibenzylideneacetone)dipalladium chloroform complex (0.010 g) and xantphos (0.017 g) and the vessel was applied by Ar gas. The vessel was sealed and applied to microwave reactor at 120° C. for 10 min. The mixture was cooled to room temperature and then poured into water, which was then extracted twice with ethyl acetate. The organic layer was combined, which was then washed with water and dried over anhydrous magnesium sulfate. After the drying agent was filtered off, the solvent was distilled away under the reduced pressure, and the residue was then purified by silica gel chromatography to yield N-[(1S)-1-(4-{3-[2,6-bis(trifluoromethyl)pyridin-4-yl]-3-(trifluoromethyl)pyrrolidin-1-yl}phenyl)ethyl]cyclopropanecarboxamide (0.272 g).

Source