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

Temperature

95 °C

ethyl 4-bromobenzofuran-2-carboxylate (5 g, 18.58 mmol), 1-benzylpiperazine (3.22 mL, 18.58 mmol), 2-Dicyclohexylphosphino-2',4',6'-tri-iso- propyl-1,1'-biphenyl (0.886 g, 1.86 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.851 g, 0.93 mmol) and CESIUM CARBONATE (7.87 g, 24.16 mmol) 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 (2.160 g, 31.9 %). MS (m+1) = 365.6. HPLC Peak RT = 3.30 minutes is product. Purity = 94%.

ORD record

ord-c0ea6369f2d042108e16225bf99070cf

Source dataset

750 AstraZeneca ELN dataset

Original link

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