Hydrochloric Acid → ethyl 3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-phenyl-1H-pyrazole-4-carboxylate

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Reaction Conditions

Reaction Steps

A mixture of ethyl 3-hydroxy-1-phenyl-1H-pyrazole-4-carboxylate (6.00 g), 4-(4-chloromethyl-2-methoxyphenoxymethyl)-5-methyl-2-phenyl-1,3-oxazole (8.96 g), potassium carbonate (7.20 g) and N,N-dimethylformamide (100 mL) was stirred overnight at 60° C. The reaction mixture was poured into dilute hydrochloric acid, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained colorless crystals were collected by filtration to give ethyl 3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-phenyl-1H-pyrazole-4-carboxylate (13.15 g, yield 95%). The crystals were recrystallized from acetone-hexane. melting point: 160-161° C.

Provenance & Evidence