4-(5-Tributylstannanyl-pyrazol-1-yl)-benzonitrile → 4-{5-[2-(4-Methanesulfonyl-benzyl)-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-yl]-pyrazol-1-yl}-benzonitrile
Reaction equation
Br[C:2]1[C:3]([CH3:32])=[C:4]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=2)[C:5]2[N:6]([N:8]=[C:9]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=3)[N:10]=2)[CH:7]=1.C([Sn](CCCC)(CCCC)[C:38]1[N:42]([C:43]2[CH:50]=[CH:49][C:46]([C:47]#[N:48])=[CH:45][CH:44]=2)[N:41]=[CH:40][CH:39]=1)CCC>>[CH3:21][S:18]([C:15]1[CH:16]=[CH:17][C:12]([CH2:11][C:9]2[N:10]=[C:5]3[C:4]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:30])([F:31])[F:29])[CH:23]=4)=[C:3]([CH3:32])[C:2]([C:38]4[N:42]([C:43]5[CH:50]=[CH:49][C:46]([C:47]#[N:48])=[CH:45][CH:44]=5)[N:41]=[CH:40][CH:39]=4)=[CH:7][N:6]3[N:8]=2)=[CH:13][CH:14]=1)(=[O:20])=[O:19]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared from 6-bromo-2-(4-methanesulfonyl-benzyl)-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine (Int. 13, 50 mg, 0.095 mmol) and 4-(5-tributylstannanyl-pyrazol-1-yl)-benzonitrile (Int. 3, 100 mg, 0.218 mmol) using a similar method to that used in Example 1 (Step 4) (29 mg).
Sources & evidence
- ORD record
- ord-28adc3d00995481cae6aa4225aa94a9d
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09199984B2
Reaction notes
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