Piperidine → HCID 178487236, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.131 g, 0.500 mmol) in methanol (2 mL) was added with 1H-indazole-3-carboxaldehyde (0.0877 g, 0.600 mmol) and piperidine (0.00425 g, 0.0500 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), and the resulting crude product was crystallized from ethyl acetate. The precipitated solid was collected by filtration, and then suspended in acetonitrile and thereby washed to obtain the objective (Z)-2-[(1H-indazol-3-yl)methylene]-6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.0238 g). Further, the filtrate was concentrated, and the resulting residue was purified again by silica gel column chromatography (chloroform/methanol) to obtain the objective (Z)-2-[(1H-indazol-3-yl)methylene]-6-methoxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.0254 g) (0.0492 g, 25% in total).

Provenance & Evidence