Trifluoroacetic acid → HCID 178461563, compound

Participants

Reaction Steps

A solution of tert-butyl (Z)-4-({2-[(1H-indazol-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)-3-(S)-methylpiperazine-1-carboxylate (0.329 g, 0.672 mmol) in methylene chloride (8 mL) was added with trifluoroacetic acid (8 mL) at room temperature, and the mixture was stirred overnight. The reaction mixture was concentrated, then the residue was added with methanol (20 mL) and a 5% solution of hydrogen chloride in methanol (5 mL), and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated, and then the residue was suspended in acetonitrile and thereby washed to obtain orange solid. This solid was dissolved in saturated aqueous sodium hydrogencarbonate, and the solution was extracted three times with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous magnesium sulfate to obtain the objective (Z)-2-[(1H-indazol-3-yl)methylene]-6-hydroxy-7-{[2-(S)-methylpiperazin-1-yl]methyl}benzofuran-3(2H)-one (0.0460 g, 17%).

Provenance & Evidence