4-(5-Tributylstannanyl-pyrazol-1-yl)-benzonitrile → 4-{5-[2-(4-Methanesulfonyl-benzyl)-7-methyl-3-oxo-8-(3-trifluoromethyl-phenyl)-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyridin-6-yl]-pyrazol-1-yl}-benzonitrile
Reaction equation
Br[C:2]1[C:3]([CH3:33])=[C:4]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=2)[C:5]2[N:6]([C:8](=[O:22])[N: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:39]1[N:43]([C:44]2[CH:51]=[CH:50][C:47]([C:48]#[N:49])=[CH:46][CH:45]=2)[N:42]=[CH:41][CH:40]=1)CCC>>[CH3:21][S:18]([C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:9]2[C:8](=[O:22])[N:6]3[CH:7]=[C:2]([C:39]4[N:43]([C:44]5[CH:51]=[CH:50][C:47]([C:48]#[N:49])=[CH:46][CH:45]=5)[N:42]=[CH:41][CH:40]=4)[C:3]([CH3:33])=[C:4]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=4)[C:5]3=[N:10]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)-2H-[1,2,4]triazolo[4,3-a]pyridin-3-one (Int. 16, 45 mg, 0.083 mmol) and 4-(5-tributylstannanyl-pyrazol-1-yl)-benzonitrile (Int. 3, 69 mg, 0.15 mmol) by a similar method to that used in Example 1 (Step 4) (24 mg).
Sources & evidence
- ORD record
- ord-4c549439f2154b04bce6700933194f56
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09199984B2
Reaction notes
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