Orm-10103 → 2-(2-Chlorophenyl)-6-(5-nitropyridin-2-yloxy)chroman-4-ol
반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7](OC2C=C3C(=CC=2)OC(C2C=CC=CC=2)CC3)=[N:8][CH:9]=1)([O-:3])=[O:2].[Cl:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[CH:34]1[CH2:43][CH:42]([OH:44])[C:41]2[C:36](=[CH:37][CH:38]=[C:39]([OH:45])[CH:40]=2)[O:35]1>>[Cl:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[CH:34]1[CH2:43][CH:42]([OH:44])[C:41]2[C:36](=[CH:37][CH:38]=[C:39]([O:45][C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][N:8]=3)[CH:40]=2)[O:35]1참가 물질
3
실험 절차
2-(2-Chlorophenyl)-6-(5-nitropyridin-2-yloxy)chroman-4-ol was prepared as described for 5-nitro-2-(2-phenylchroman-6-yloxy)pyridine in Example 1(b) starting from 520 mg of 2-(2-chlorophenyl)chroman-4,6-diol (Example 68(b)). The product was recrystallised from 2-propanol. 1H NMR (300 MHz, d6-DMSO) δ: 9.04 (d, 1H, J 2.9 Hz), 8.61 (dd, 1H, J 9.1, 2.9 Hz), 7.68 (dd, 1H, J 7.6, 1.8 Hz), 7.51-7.40 (m, 3H), 7.27 (d, 1H, J 2.9 Hz), 7.23 (d, 1H, J 9.1 Hz), 7.04 (dd, 1H, J 8.8, 2.9 Hz), 6.92 (d, 1H, J 8.8 Hz), 5.59 (d, 1H, J 10.6 Hz), 5.02 (m, 1H), 2.40 (m, 1H), 1.93 (m, 1H).
후처리
- customThe product was recrystallised from 2-propanol