Реакция #471034

Уравнение реакции

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

Растворители

Ethyl acetate

toluene

Условия реакции

Обработка

1. 1
   Температураto cool
2. 2
   Фильтрацияthe mixture was filtered through a pad of Celite
3. 3
   ПромывкаThe filtrate was washed with water and brine
4. 4
   Сушкаdried over MgSO4
5. 5
   Другоеthe solvent was removed by rotary evaporation
6. 6
   ДругоеThe crude product was purified by flash chromatography (SiO2; DCM/MeOH; gradient 0-3%)

Методика

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.

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