4-(5-Tributylstannanyl-pyrazol-1-yl)-benzonitrile → N-[6-[2-(4-Cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide
Reaction equation
Br[C:2]1[C:3]([CH3:25])=[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[C:5]2[N:6]([N:8]=[C:9]([NH:11][C:12](=[O:14])[CH3:13])[N:10]=2)[CH:7]=1.C([Sn](CCCC)(CCCC)[C:31]1[N:35]([C:36]2[CH:43]=[CH:42][C:39]([C:40]#[N:41])=[CH:38][CH:37]=2)[N:34]=[CH:33][CH:32]=1)CCC>>[C:40]([C:39]1[CH:38]=[CH:37][C:36]([N:35]2[C:31]([C:2]3[C:3]([CH3:25])=[C:4]([C:15]4[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:22])([F:24])[F:23])[CH:16]=4)[C:5]4[N:6]([N:8]=[C:9]([NH:11][C:12](=[O:14])[CH3:13])[N:10]=4)[CH:7]=3)=[CH:32][CH:33]=[N:34]2)=[CH:43][CH:42]=1)#[N:41]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared from the N-[6-bromo-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-acetamide (Int. 18, 65 mg, 0.157 mmol) and 4-(5-tributylstannanyl-pyrazol-1-yl)-benzonitrile (Int. 3, 79 mg, 0.173 mmol) using a similar method to that used in Example 1 (Step 4) (26 mg).
Sources & evidence
- ORD record
- ord-16fbef50a2b14b6680b1551a7bacc6fc
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09199984B2
Reaction notes
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