反応 #622814

反応方程式

cesium carbonate

2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl

Ethyl 7-bromobenzofuran-2-carboxylate

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

→

title compound

収率 40.0%

Ethyl 7-(4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)benzofuran-2-carboxylate

収率 40.0%

溶媒

DCM

Water

反応条件

後処理

1. 1
   その他in dry
2. 2
   その他degassed dioxane (13 mL)
3. 3
   その他the layers were separated
4. 4
   抽出The aq phase was extracted with DCM (3×)
5. 5
   洗浄The combined organic phases were washed with water
6. 6
   乾燥dried (MgSO4)
7. 7
   ろ過filtered
8. 8
   その他evaporated
9. 9
   その他The crude product was purified by flash chromatography

実験手順

Ethyl 7-bromobenzofuran-2-carboxylate (0.900 g, 3.34 mmol) and 1-(2-(pyridin-2-yl)ethyl)piperazine (0.672 g, 3.51 mmol) were mixed in dry degassed dioxane (13 mL). To this mixture cesium carbonate (1.417 g, 4.35 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (0.159 g, 0.33 mmol) and tris(dibenzylideneacetone)dipalladium(0) (0.153 g, 0.17 mmol) were added under argon and the reaction was heated at 95° C. over night. Water and DCM were added and the layers were separated. The aq phase was extracted with DCM (3×). The combined organic phases were washed with water, dried (MgSO4), filtered and evaporated. The crude product was purified by flash chromatography. (SiO2; DCM/MeOH 95/5) to give 0.507 g (40%) of the title compound.

出典