反应详情

A mixture of (2E)-3-{3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}-2-propenethioamide (0.45 gmmol), ethyl bromopyruvate (0.20 g) and ethanol (30 mL) was heated under reflux for 1 hr. The reaction mixture was concentrated and ethyl acetate was added to the residue. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to give ethyl 2-((E)-2-{3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}ethenyl)-1,3-thiazole-4-carboxylate as yellow crystals (0.35 g, yield 66%) from a fraction eluted with ethyl acetate-hexane (2:1, v/v). Recrystallization from ethyl acetate-hexane gave yellow prism crystals. melting point: 156-157° C.

1. temperaturewas heated
2. temperatureunder reflux for 1 hr
3. concentrationThe reaction mixture was concentrated
4. additionethyl acetate was added to the residue
5. washThe organic layer was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated