Potassium Hydroxide → Potassium (4S)-3,5-dicyano-2-methyl-4-(3-methyl-1H-indazol-5-yl)-6-(trifluoromethyl)-4H-pyridin-1-ide
Reaction equation
[CH3:1][C:2]1[NH:3][C:4]([C:22]([F:25])([F:24])[F:23])=[C:5]([C:20]#[N:21])[C@@H:6]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[NH:15][N:14]=[C:13]3[CH3:19])[C:7]=1[C:8]#[N:9].[OH-].[K+:27]>C1COCC1>[C:8]([C:7]1[C@H:6]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[NH:15][N:14]=[C:13]3[CH3:19])[C:5]([C:20]#[N:21])=[C:4]([C:22]([F:23])([F:25])[F:24])[N-:3][C:2]=1[CH3:1])#[N:9].[K+:27]Participants
4
Procedure
To a suspension of 60 mg (0.175 mmol) (4S)-2-methyl-4-(3-methyl-1H-indazol-5-yl)-6-(trifluoromethyl)-1,4-dihydropyridine-3,5-dicarbonitrile (Example 6) in THF (6 ml) under argon atmosphere was added 175 μl (0.175 mmol) 1 N aqueous potassium hydroxide solution, and the mixture was stirred under a weak argon stream for 5 days at room temperature. The resulting precipitate was dried in vacuo to yield 66 mg (100% of th.) of the title compound as a solid.
Workup
- customThe resulting precipitate was dried in vacuo
Sources & evidence
- ORD record
- ord-26c24c876745427ab4993f8d322f8878
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09422263B2
Reaction notes
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