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With triethylamine; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
(c) 3-(5-Fluoropyrid-2-yl)-5-(4-cyano-2-thienyl)-1,2,4-oxadiazole To a mixture of <strong>[406719-77-5]4-cyano-2-thiophenecarboxylic acid</strong> (70 mg, 0.46 mmol), oxalyl chloride (1 mIs, 2M solution in CH2Cl2, 2 mmol) in CH2Cl2 (5 ml) was added a few drops of DMF (one pipette drops) and the mixture was stirred at room temperature for 3 h. The solvent was then removed in vacuo. The residue was then dissolved in CH2Cl2 (5 ml) followed by the addition of 5-cyano-2-pyridyl amidoxime (71 mg, 0.46 mmol) and Et3N (0.2 ml) and stirring was continued for a further 1 h. Removal of the solvent in vacuo gave the crude residue which was dissolved in DMF (2 ml). The resulting solution was heated to 120 C. overnight after which the solvent was removed in vacuo and the residue was trituated with 20% ethylacetate/hexane giving the product as an off-white solid (20 mg, 16% yield). 1H-NMR(CDCl3): 8.68 (d, 1H), 8.25 (d,1H), 8.22 (s,1H), 8.17 (s, 1H), 7.61 (s, 1H).