Piperidine → HCID 60155787, compound

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]-1,4-diazepane-1-carboxylate (0.142 g, 0.392 mmol) in methanol (2 mL) was added with 1H-indole-3-carboxaldehyde (0.0569 g, 0.392 mmol) and piperidine (0.00334 g, 0.0392 mmol), and the mixture was stirred at 60° C. for 2 hours. The reaction mixture was concentrated, and the resulting residue was subjected to silica gel column chromatography (chloroform/methanol). The resulting solid crude product was washed with a mixed solvent of hexane and ethyl acetate to obtain tert-butyl (Z)-4-({2-[(1H-indol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)-1,4-diazepane-1-carboxylate (0.141 g, 73%).

Provenance & Evidence