1-Benzylpiperazine → Ethyl 4-(4-benzylpiperazin-1-yl)benzofuran-2-carboxylate

Temperature

95 °C

ethyl 4-bromobenzofuran-2-carboxylate (1 g, 3.72 mmol), 1-Benzylpiperazine (0.580 mL, 3.34 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.170 g, 0.19 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (0.177 g, 0.37 mmol) and CESIUM CARBONATE (1.574 g, 4.83 mmol) in dioxane (5 mL) were heated under argon to 95 °C overnight. The mixture was allowed to cool. The mixture was diluted with EtOAc and the mixture was filtered through a pad of Celite. The filterate was collected and the solvent was removed by rotary evaporation. The crude product was added to a silica gel column and was eluted with 0-50% EtOAc in heptane. The collected fractions were combined and the solvent was removed to yield ethyl 4-(4-benzylpiperazin-1-yl)benzofuran-2-carboxylate (0.360 g, 26.6 %). MS (m+1) = 365.6. HPLC Peak RT = 3.33 minutes is product. Purity = 96%.

ORD record

ord-c63ae2b686b74eaaae695094af43fe92

Source dataset

750 AstraZeneca ELN dataset

Original link

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