Reaktion #622862

Reaktionsgleichung

7-Bromo-5-methoxy-N,N-dimethylbenzofuran-2-carboxamide

1-(2-pyridin-2-yl-ethyl)piperazine

2-dicyclohexylphosphino-2′,4′,6′-tri-iso-propyl-1,1′-biphenyl

sodium t-butoxide

→

title compound

5-Methoxy-N,N-dimethyl-7-(4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxamide

Lösungsmittel

Ethyl acetate

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool
2. 2
   Filtrationthe mixture was filtered through a pad of celite
3. 3
   WaschenThe filtrate was washed with water and brine
4. 4
   Trocknendried over MgSO4
5. 5
   Sonstigethe solvent was removed by rotary evaporation
6. 6
   SonstigeThe crude product was purified by flash chromatography (SiO2; DCM/MeOH; gradient 0-3%)

Vorschrift

7-Bromo-5-methoxy-N,N-dimethylbenzofuran-2-carboxamide (0.20 g, 0.67 mmol), 1-(2-pyridin-2-yl-ethyl)piperazine (0.13 g, 0.67 mmol), Pd2 dba3 (0.031 g, 0.030 mmol), 2-dicyclohexylphosphino-2′,4′,6′-tri-iso-propyl-1,1′-biphenyl (0.032 g, 0.070 mmol) and sodium t-butoxide (0.14 g, 1.41 mmol) were heated in toluene (1 mL) at 100° C. for 2 h. The mixture was allowed to cool. Ethyl acetate was added and the mixture was filtered through a pad of celite. The filtrate was washed with water and brine, dried over MgSO4 and the solvent was removed by rotary evaporation. The crude product was purified by flash chromatography (SiO2; DCM/MeOH; gradient 0-3%) to give the title compound. Yield: 0.14 g (52%).

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