3-(4-(azidomethyl)phenyl)-1-(4-(perfluoroethoxy)phenyl)-1H-1,2,4-triazole → (4-(1-(4-(perfluoroethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)methanamine

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Reaction Steps

To 3-(4-(azidomethyl)phenyl)-1-(4-(perfluoroethoxy)phenyl)-1H-1,2,4-triazole (0.015 g, 0.037 mmol) in ethyl acetate (10 mL) was added palladium on carbon (10 wt %, 0.010 g, 0.037 mmol). The mixture was stirred under a hydrogen atmosphere (balloon) for 12 hours. The mixture was purged with nitrogen, filtered, and concentrated to provide the title compound as a white solid (0.014 g, 85%): 1H NMR (400 MHz, CDCl3) δ 8.56 (s, 1H), 8.12 (d, J=8.2 Hz, 2H), 7.80 (d, J=9.1 Hz, 2H), 7.39 (d, J=9.1 Hz, 4H), 3.87 (s, 2H), 2.42 (s, 2H); 19F NMR (376 MHz, CDCl3) δ −85.90, −87.86; ESIMS m/z 385 ([M+H]+).

Provenance & Evidence