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13389-61-2

5-phenyl-3-pyridin-2-yl-1,2,4-oxadiazole synthesis

11synthesis methods
Benzoic acid, (2-pyridinyliminomethyl)azanyl ester

425619-08-5
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5-phenyl-3-pyridin-2-yl-1,2,4-oxadiazole

13389-61-2
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Yield:13389-61-2 203 mg

Reaction Conditions:

with sodium hydroxide in dimethyl sulfoxide at 20; for 2 h;

Steps:

General procedure for the synthesis of 1,2,4-oxadiazoles 4a-w

General procedure: To a solution of carboxylic acid 1 (1.1 mmol) in dry DMSO (0.5-1 mL) CDI (195 mg, 1.2 mmol) was added. The reaction mixture was stirred at room temperature for 30 min, then amidoxime 2 (1.0 mmol) was added. The reaction mixture was stirred at room temperature for another 18 h, then to the reaction mixture powdered NaOH (1.2 mmol) was added rapidly. The reaction mixture was stirred at room temperature for 2 h. Then the reaction mixture was diluted with cold water (30 mL). The resulting precipitate was filtered off, washed with cooled water (25 mL) and dried in air at 50 °C.

References:

Sharonova, Tatyana;Pankrat'eva, Vitalina;Savko, Polyna;Baykov, Sergey;Shetnev, Anton [Tetrahedron Letters,2018,vol. 59,# 29,p. 2824 - 2827] Location in patent:supporting information