Water → HCID 178452321, compound

Participants

Reaction Steps

A solution of tert-butyl (Z)-4-{[6-(2-hydroxyethoxy)-3-oxo-2-[(N-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazol-3-yl)methylene]-2,3-dihydrobenzofuran-7-yl]methyl}piperazine-1-carboxylate (0.100 g, 0.154 mmol) obtained in Step 3 in THF (1 mL) was added with a 1 M solution of tetrabutylammonium fluoride in THF (1.54 mL, 1.54 mmol), and the mixture was refluxed for 3 hours by heating. The reaction mixture was cooled to room temperature, and then added with water (20 mL), the mixture was extracted three times with ethyl acetate, and the organic layer was washed with saturated brine. The organic layer was dried over magnesium sulfate, and concentrated, and the resulting residue was purified by silica gel column chromatography (chloroform/methanol) to obtain tert-butyl (Z)-4-({2-[(1H-indazol-3-yl)methylene]-6-(2-hydroxyethoxy)-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.0440 g, 54%).

Provenance & Evidence