Acetonitrile → HCID 69215011, compound

Participants

Reaction Steps

To a mixture of diethyl (E)-2-{3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}ethenylphosphonate (0.40 g) and acetonitrile (20 mL) was added trimethylsilyl bromide (0.40 g) at room temperature. After stirring the reaction mixture at room temperature for 1 hr, trimethylsilyl bromide (0.30 g) was added again, and the mixture was further stirred for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give (E)-2-{3-[(4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxybenzyl)oxy]-1-phenyl-1H-pyrazol-4-yl}ethenylphosphonic acid as pale-yellow crystals (0.28 g, yield 76%). Recrystallization from tetrahydrofuran-hexane gave pale-yellow prism crystals. melting point: 138-140° C.

Provenance & Evidence