Formaldehyde → tert-butyl (Z)-4-({6-hydroxy-2-[(5-nitro-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of (Z)-6-hydroxy-2-[(5-nitro-1H-indol-3-yl)methylene]benzofuran-3(2H)-one (0.12 g, 0.37 mmol) in ethanol (3.0 mL) was added with 1-tert-butoxycarbonylpiperazine (0.075 g, 0.40 mmol), and 37% aqueous formaldehyde (0.040 g, 0.50 mmol), and the mixture was stirred overnight at 70° C. in a sealed tube. The reaction mixture was cooled to room temperature, and then the solid was collected by filtration, and washed with methanol to obtain tert-butyl (Z)-4-({6-hydroxy-2-[(5-nitro-1H-indol-3-yl)methylene]-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.090 g, 47%).

Provenance & Evidence