(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → N-[4-(5-benzyl-[1,3,4]oxadiazol-2-yl)-pyridin-2-yl]benzamide

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Reaction Steps

Following the procedure as described in Example 11, making variations as required to replace N-(4-(2-benzoylhydrazinecarbonyl)pyridin-2-yl)benzamide with N-(4-(2-(2-phenylacetyl)hydrazinecarbonyl)pyridin-2-yl)benzamide to react with (methoxycarbonylsulfamoyl)triethylammonium hydroxide, N-[4-(5-benzyl-[1,3,4]oxadiazol-2-yl)-pyridin-2-yl]benzamide was obtained as a colorless solid in 17% yield: mp 187-189° C.; 1H NMR (300 MHz, CDCl3) δ 9.14 (br s, 1H), 8.94 (br s, 1H), 8.36 (br s, 1H), 7.94 (d, J=7.9 Hz, 2H), 7.73 (br s, 1H), 7.55-7.51 (m, 3H), 7.39-7.20 (m, 5H), 4.29 (s, 2H); 13C NMR (75 MHz, CDCl3) δ 166.6, 166.0, 163.5, 152.4, 148.4, 133.6, 133.4, 132.7, 129.1, 128.9, 128.8, 127.7, 127.4, 116.9, 111.3, 31.9; MS (ES+) m/z 357.2 (M+1).

Provenance & Evidence