Bromine → Ethyl 5-{4-[2-(trifluoromethyl)benzoyl]piperazin-1-yl}-1,3,4-oxadiazole-2-carboxylate

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Reaction Conditions

Reaction Steps

To a solution of {[4-(2-trifluoromethylbenzoyl)piperazine-1-carbonyl]-hydrazono}acetic acid ethyl ester (1.32 g, 3.29 mmol) and sodium acetate (1.01 g, 12.31 mmol) in acetic acid (5 mL) was added a solution of bromine (0.480 g, 3 mmol) in acetic acid (2 mL) at 0° C. The mixture was stirred for 1 hour at 0° C. and another hour at room temperature and then refluxed for 30 minutes. The solvents were removed in vacuo. The residue was diluted with water, extracted with dichloromethane. The organic layer was washed with water and then concentrated to yield the crude product. The title compound was obtained as a white solid in 49% yield (0.550 g) after purification by flash column chromatography.

Provenance & Evidence