3-Chloro-4-[2-(dimethylamino)ethoxy]aniline → HCID 11505567, compound
Reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[C:9]([C:17]3[CH:18]=[C:19]([NH:23][C:24](=[O:33])[C:25]4[C:30]([F:31])=[CH:29][CH:28]=[CH:27][C:26]=4[F:32])[CH:20]=[CH:21][CH:22]=3)=[N:10][N:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=23)[CH:5]=[CH:4][N:3]=1.[Cl:34][C:35]1[CH:36]=[C:37]([CH:39]=[CH:40][C:41]=1[O:42][CH2:43][CH2:44][N:45]([CH3:47])[CH3:46])[NH2:38]>>[Cl:34][C:35]1[CH:36]=[C:37]([NH:38][C:2]2[N:7]=[C:6]([C:8]3[C:9]([C:17]4[CH:18]=[C:19]([NH:23][C:24](=[O:33])[C:25]5[C:26]([F:32])=[CH:27][CH:28]=[CH:29][C:30]=5[F:31])[CH:20]=[CH:21][CH:22]=4)=[N:10][N:11]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=34)[CH:5]=[CH:4][N:3]=2)[CH:39]=[CH:40][C:41]=1[O:42][CH2:43][CH2:44][N:45]([CH3:46])[CH3:47]Participants
3
Procedure
The title compound was prepared from N-{3-[3-(2-chloro-4-pyrimidinyl)pyrazolo-[1,5-a]pyridin-2-yl]phenyl}-2,6-difluorobenzamide and 3-chloro-4-{[2-(dimethylamino)ethyl]oxy}aniline in a manner analogous to Example 125. 1H NMR (400 MHz, DMSO-d6): δ 10.93 (s, 1H), 9.53 (s, 1H), 8.84 (d, 1H), 8.44 (d, 1H), 8.26 (d, 1H), 8.01 (s, 1H), 7.93 (s, 1H), 7.81 (d, 1H), 7.58 (m, 1H), 7.53-7.44 (m, 3H), 7.34 (d, 1H), 7.24 (m, 2H), 7.12 (m, 1H), 7.05 (d, 1H), 4.08 (m, 2H), 2.66 (m, 2H), 2.25 (s, 6H); HRMS: calc. C34H29N7O2F2Cl (M+H)+ 640.2039 found 640.2047.
Sources & evidence
- ORD record
- ord-391ab271b86e43ab957a48827668c165
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07812022B2
Reaction notes
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