Hydrochloric Acid → HCID 178515790, compound

Participants

Reaction Steps

A solution of tert-butyl (Z)-4-({6-[(1H-indazol-3-yl)methylene]-7-oxo-6,7-dihydrobenzofuro[5,6-d][1,3]dioxol-4-yl}methyl)piperazine-1-carboxylate (0.019 g, 0.038 mmol) in methylene chloride (2.0 mL) was added with a 4 M solution of hydrogen chloride in 1,4-dioxane (2.0 mL), and then the mixture was stirred at room temperature for 2 hours. The mixture was azeotroped with toluene under reduced pressure to remove the solvent and hydrogen chloride. The residual solid was added with water, and then the mixture was adjusted to pH 9 with saturated aqueous sodium hydrogencarbonate, and extracted with chloroform. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (99:1→95:5)) to obtain (Z)-6-[(1H-indazol-3-yl)methylene]-4-(piperazin-1-ylmethyl)benzofuro[5,6-d][1,3]dioxol-7(6H)-one (0.005 g, 33%).

Provenance & Evidence