Table 5 1D and 2D-NMR data of 10 in DMSO (2.50 ppm-1H/39.4 ppm-13C) at 500 MHz
| |||
|---|---|---|---|
Atom position | δH [ppm], multiplicity, J HH or J HF [Hz]a | δC [ppm], J CF [Hz]a | HMBC correlations (H→C) a,c |
2a | – | 153.9 | – |
4a | 3.79 (dd, 1H, J = 9.1, 6.4 Hz) 4.17 (dd, 1H, J = 9.1, 9.1 Hz) | 47.1 | 2a, 5a, 6a 2a, 5a, 6a |
5a | 4.77 (m, 1H) | 71.7 | 2a, 4a |
6a | 3.44 (dd, 1H, J = 5.2, 5.8 Hz) | 41.3 | 8a, 5a, 4a |
NH | 8.26 (t, 1H, J = 5.8, NHCOCH3) | – | 8a, 6a |
8a | – | 170.0 | – |
9a | 1.85 (s, 3H, CH3) | 22.4 (1.9) | 8a |
1b | – | 139.2 (d, J CF = 11.0 Hz) | – |
2b | 7.60 (dd, 1H, J = 13.5, 2.3 Hz) | 105.5 (d, J CF = 28.7 Hz) | 6b, 4b, 3b, 1b |
3b | – | 158.9 (d, J CF = 244.5 Hz) | – |
4b | – | 122.4 (d, J CF = 13.4 Hz) | – |
5b | 7.56 (dd, 1H, J = 8.3, 9.2 Hz) | 130.7 (d, J CF = 4.7 Hz) | 3b, 1b, 1c |
6b | 7.42 (dd, 1H, J = 8.6, 2.3 Hz) | 113.9 (d, J CF = 2.9 Hz) | 2b, 4b, 5b(w) |
1c | – | 133.5 | – |
2c/6c | 7.50 (dd, 2H, J = 8.3, 1.5 Hz, Ar–H) | 128.6 | 4c, 2c/6c, 4b |
3c/5c | 7.24 (d, 2H, J = 8.3 Hz, Ar–H) | 127.5 | 1c, 3c/5c, 7c |
4c | – | 137.1 | – |
7c | 4.34 (bs, 2H, N-CH 2 -Ar) | 49.2 | No |
6d | 4.49 (bs, 2H, triazole-CH 2 -N-) | 38.8b | No |
5d | 7.56b (bs, 1H, triazole) | 133.0b | No |
4d | – | No | – |
7e | 5.51 (bs, 2H, Ar–CH 2 ) | 50.1 | 2e/6e, 1e |
1e | – | 127.5 | – |
2e/6e | 7.09 (bd, 2H, J = 8.5 Hz, Ar–H) | 128.6 | 4e, 2e/6e, 7e(w) |
3e/5e | 6.90 (d, 2H, J = 8.7 Hz, Ar–H) | 114.0 | 1e, 3e/5e, 4e |
4e | – | 158.9 | – |
OCH 3 | 3.71 (s, 3H, Ar–OCH 3 ) | 55.0 | 4e |
COOC(CH 3 ) 3 | 1.35 (bs, 9H, COOC(CH 3 ) 3 ) | 27.7 | – |
COOC(CH3)3 | – | 79.9 | – |
