3-Cyano-5-(pentafluoro-lambda6-sulphanyl)benzoic acid → 3-Cyano-N-{2-fluoro-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(pentafluoro-lambda6-sulphanyl)benzamide
Reaction equation
[F:1][C:2]1[C:8]([N:9]2[C:16]3[N:12]([N:13]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[CH:11]=[CH:10]2)=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[C:23]([C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([S:34]([F:39])([F:38])([F:37])([F:36])[F:35])[CH:33]=1)[C:28](O)=[O:29])#[N:24]>>[C:23]([C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([S:34]([F:38])([F:39])([F:35])([F:36])[F:37])[CH:33]=1)[C:28]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[C:8]([N:9]2[C:16]3[N:12]([N:13]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[CH:11]=[CH:10]2)[C:2]=1[F:1])=[O:29])#[N:24]Participants
3
Procedure
Analogously to the process described in Example 96, 100 mg (0.341 mmol) of the compound of Example 70A and 110 mg (0.341 mmol, 85% pure) of the compound from Example 23A gave 52 mg (28% of theory) of the title compound. Here, purification was by preparative HPLC according to Method 33, and final trituration of the product could be dispensed with.
Sources & evidence
- ORD record
- ord-de392488338144bc8f7b391094013615
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09394309B2
Reaction notes
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