N'-[4-(4-bromo-1-ethyl-1H-pyrazol-3-yl)phenyl]-N,N-dimethylurea → N-{4-[4-[3-(4-{[(dimethylamino)carbonyl]amino}phenyl)-1-ethyl-1H-pyrazol-4-yl]-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]phenyl}methanesulfonamide
Reaction equation
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([S:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)(=[O:24])=[O:23])[C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])=[CH:13][CH:12]=3)=[CH:10][C:3]=12.Br[C:32]1[C:33]([C:39]2[CH:44]=[CH:43][C:42]([NH:45][C:46](=[O:50])[N:47]([CH3:49])[CH3:48])=[CH:41][CH:40]=2)=[N:34][N:35]([CH2:37][CH3:38])[CH:36]=1>>[CH3:48][N:47]([CH3:49])[C:46]([NH:45][C:42]1[CH:43]=[CH:44][C:39]([C:33]2[C:32]([C:2]3[CH:7]=[CH:6][N:5]=[C:4]4[N:8]([S:22]([C:25]5[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=5)(=[O:23])=[O:24])[C:9]([C:11]5[CH:16]=[CH:15][C:14]([NH:17][S:18]([CH3:21])(=[O:19])=[O:20])=[CH:13][CH:12]=5)=[CH:10][C:3]=34)=[CH:36][N:35]([CH2:37][CH3:38])[N:34]=2)=[CH:40][CH:41]=1)=[O:50]Participants
3
Reactant 2
Product 1
Procedure
Following the procedure described for Intermediate 32 with N-{4-[4-bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]phenyl}methanesulfonamide. Using this product crude and following the procedure described in Intermediate 100 with N′-[4-(4-bromo-1-ethyl-1H-pyrazol-3-yl)phenyl]-N,N-dimethylurea provided the title product. ESMS [M+H]+: 684.6
Sources & evidence
- ORD record
- ord-c8d1321eb50b423796f22d52688d8734
- Source dataset
- uspto-grants-2009_10
- Patent number
- US07605266B2
Reaction notes
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