Reaktion #70911

Reaktionsgleichung

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

Ausbeute 100.9%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe vessel was sealed
2. 2
   Sonstigeat 120° C.
3. 3
   Sonstigefor 10 min
4. 4
   Extraktionwas then extracted twice with ethyl acetate
5. 5
   Waschenwhich was then washed with water
6. 6
   Trocknendried 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
   Sonstigethe residue was then purified by silica gel chromatography

Vorschrift

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).

Quelle