Compd | Yield/% | mp/˚C | MS m/z [M + H]+ | 1H-NMR (400 MHz, DMSO-d6) δ |
I1 | 71.6 | 245~247 | 398.1 | 14.52 (s, 1H, −OH), 12.99 (s, 1H, −COOH), 9.70 (s, 1H, −NH), 8.56 (s, 1H,triazole H), 7.83 (d, J = 2.5 Hz, 1H, −ArH), 7.77 (d, J = 8.9 Hz, 1H, −ArH), 7.44 (dd, J = 8.9, 2.8 Hz, 1H, −ArH), 6.24 (s, 1H, pyridine H), 4.17 (d, J = 5.5 Hz, 2H, ). |
I2 | 68.8 | 277~279 | 397.9 | 14.13 (s, 1H, −OH), 12.79 (s, 1H, −COOH), 9.76 (s, 1H, −NH), 8.51 (s, 1H, triazole H), 7.91 (s, 1H, −ArH), 7.56 (s, 2H, −ArH), 5.73 (s, 1H, pyridine H), 4.08 (d, J = 3.2 Hz, 2H, ). |
I3 | 53.5 | 248~251 | 357.0 | 14.51 (s, 1H, −OH), 12.87 (s, 1H, −COOH), 9.68 (s, 1H, −NH), 8.56 (s, 1H, triazole H), 7.30 (d, J = 7.5 Hz, 1H, −ArH), 7.12 (d, J = 8.0 Hz, 2H, −ArH), 5.61 (s, 1H, pyridine H), 4.15 (d, J = 5.3 Hz, 2H, ), 2.28 (s, 3H, −CH3), 2.11 (s, 3H, −CH3). |
I4
| 71.2 | 232~234 | 357.2 | 14.49 (s, 1H, −OH), 9.66 (s, 1H, −COOH), 8.59 (s, 1H, −NH), 7.23 (d, J = 6.7 Hz, 3H, −ArH), 7.18 (s, 1H, triazole H), 5.56 (s, 1H, pyridine H), 4.17 (d, J = 5.1 Hz, 2H, ), 2.30 (s, 3H, −CH3), 2.05 (s, 3H, −CH3). |
I5 | 69.5 | 214~216 | 365.1 | 14.13 (s, 1H, −OH), 12.11 (s, 1H, −COOH), 9.87 (s, 1H, −NH), 8.27 (s, 1H, triazole H), 7.32 (dd, J = 18.1, 8.9 Hz, 1H, −ArH), 7.17 (d, J = 9.5 Hz, 1H, −ArH), 7.05 (d, J = 7.5 Hz, 1H, −ArH), 5.86 (s, 1H, pyridine H), 4.36 (d, J = 5.6 Hz, 2H, ). |