TABLE 5
1H NMR spectroscopy data of GDC-0449, M1, M3, M13, M14, and M17
 |  | |||||
|---|---|---|---|---|---|---|
| Proton | δH Chemical Shift in ppm (J in Hz) | |||||
| GDC-0449 | M1 | M3 | M13 | M14 | M17 | |
| NH | 1H, 9.14 s | 1H, 8.94 s | 1H, 8.97 s | |||
| 3 | 1H, 8.05 d (1.6) | 1H, 8.03, br s | 1H, 8.08 d (1.6) | 1H, 8.11 d (2.0) | 1H, 7.98 br s | 1H, 8.07 d, 1.7 |
| 5 | 1H, 7.95 dd (1.7, 7.8) | 1H, 7.93, d (8.0) | 1H, 7.98 dd (1.7, 8.0) | 1H, 8.0 dd (8.0, 2.0) | 1H, 7.89 dd (8.0, 1.7) | 1H, 7.98 dd (1.8, 7.9) |
| 6 | 1H, 7.81 d (8.0) | 1H, 7.84, d (8.0) | 1H, 7.84 d (8.1) | 1H, 7.83 d (8.0) | 1H, 7.80 d (8.0) | 1H, 7.85 d (7.9) |
| 2′ | 1H, 7.91 d (2.6) | 1H, 8.16, br s | 1H, 7.91 d (2.7) | 1H, 7.73 d (2.5) | 1H, 7.84 d (2.8) | |
| 5′ | 1H, 7.54 d (8.7) | 1H, 7.52 d (8.7) | 1H, 7.46 d (8.5) | 1H, 7.18 d (8.5) | 1H, 7.55 d (8.7) | |
| 6′ | 1H, 7.76 dd (2.7, 8.7) | 1H, 7.06, br s | 1H, 7.70 dd (2.6, 8.6) | 1H, 7.97 dd (8.5, 2.5) | 1H, 7.65 d (8.5) | 1H, 7.82 dd (2.8, 8.7) |
| 3″ | 1H, 7.71 m, (1.0, 7.8) | 1H, 7.67, d (8.0) | 1H, 7.61 dd (0.5, 8.5) | 2H, 3.13 t (7.2) | 1H, 7.55 m | 1H, 7.68 d (8.7) |
| 4″ | 1H, 7.88 m (1.8, 7.8) | 1H, 7.81, m | 1H, 7.32 dd (2.9, 8.5) | 2H, 2.63 t (7.2) | 1H, 7.78 m | 1H, 7.83 dd (2.5, 8.7) |
| 5″ | 1H, 7.40 m (1.0, 4.9, 7.9) | 1H, 7.31, m | 1H, 7.37 m | |||
| 6″ | 1H, 8.69 m (1.0, 4.9) | 1H, 8.66, d (4.6) | 1H, 8.33 d (2.4) | 1H, 8.71 d (4.7) | 1H, 8.56 d (2.5) | |
| CH3 | 3H, 3.14 s | 3H, 3.15, s | 3H, 3.15 s | 3H, 3.15 s | 3H, 3.13 s | 3H, 3.15 s |