Dimethylformamide → ethyl 3-({6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methoxy)-1-phenyl-1H-pyrazole-4-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-({[2-(chloromethyl)-3-phenyl-1-benzofuran-6-yl]oxy}methyl)-5-methyl-2-phenyl-1,3-oxazole (1.16 g), ethyl 3-hydroxy-1-phenyl-1H-pyrazole-4-carboxylate (0.58 g), potassium carbonate (0.35 g) and N,N-dimethylformamide (30 mL) was stirred at 90° C. for 3 hrs. Water was poured into the reaction mixture, and the precipitated crystals were collected by filtration, and subjected to silica gel column chromatography to give ethyl 3-({6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methoxy)-1-phenyl-1H-pyrazole-4-carboxylate as colorless crystals (1.19 g, 76%) from a fraction eluted with ethyl acetate-hexane (1:3, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 143-144° C.

Provenance & Evidence