6-[(2-Amino-5-cyanophenyl)amino]-4-[(3,5-difluorobenzyl)amino]pyridine-3-carboxyamide → 6-(6-cyano-1H-benzimidazol-1-yl)-4-[(3,5-difluorobenzyl)amino]pyridine-3-carboxyamide
Reaction equation
N[C:2]1C=C(C#N)C=CC=1NC1N=CC(CC(N)=O)=C(NCC2C=C(F)C=C(F)C=2)C=1.[NH2:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]#[N:39])=[CH:34][C:33]=1[NH:40][C:41]1[N:46]=[CH:45][C:44]([CH2:47][C:48]([NH2:50])=[O:49])=[C:43]([NH:51][CH2:52][C:53]2[CH:58]=[C:57]([F:59])[CH:56]=[C:55]([F:60])[CH:54]=2)[CH:42]=1>>[C:38]([C:35]1[CH:36]=[CH:37][C:32]2[N:31]=[CH:2][N:40]([C:41]3[N:46]=[CH:45][C:44]([CH2:47][C:48]([NH2:50])=[O:49])=[C:43]([NH:51][CH2:52][C:53]4[CH:54]=[C:55]([F:60])[CH:56]=[C:57]([F:59])[CH:58]=4)[CH:42]=3)[C:33]=2[CH:34]=1)#[N:39]Participants
3
Reactant 2
Product 1
Procedure
From the mixture of 6-[(2-amino-4-cyanophenyl)amino]-4-[(3,5-difluorobenzyl)amino]pyridine-3-carboxyamide and 6-[(2-amino-5-cyanophenyl)amino]-4-[(3,5-difluorobenzyl)amino]pyridine-3-carboxyamide in a manner similar to step 2 of Example 365, the title compound was obtained as a yellow solid (yield 45%).
Sources & evidence
- ORD record
- ord-7c4dc5b7ad9a464b80b1e9d11e902154
- Source dataset
- uspto-grants-2013_11
- Patent number
- US08575153B2
Reaction notes
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