1-((2-methoxy-6-methylpyridin-3-yl)methyl)-4-nitro-3-vinyl-1H-indazole → 3-ethyl-1-((2-methoxy-6-methylpyridin-3-yl)methyl)-1H-indazol-4-amine
Reaktionsgleichung
[CH3:1][O:2][C:3]1[C:8]([CH2:9][N:10]2[C:18]3[C:13](=[C:14]([N+:19]([O-])=O)[CH:15]=[CH:16][CH:17]=3)[C:12]([CH:22]=[CH2:23])=[N:11]2)=[CH:7][CH:6]=[C:5]([CH3:24])[N:4]=1>[OH-].[OH-].[Pd+2].CO>[CH2:22]([C:12]1[C:13]2[C:14]([NH2:19])=[CH:15][CH:16]=[CH:17][C:18]=2[N:10]([CH2:9][C:8]2[C:3]([O:2][CH3:1])=[N:4][C:5]([CH3:24])=[CH:6][CH:7]=2)[N:11]=1)[CH3:23]Komponenten
4
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To 1-((2-methoxy-6-methylpyridin-3-yl)methyl)-4-nitro-3-vinyl-1H-indazole (395 mg, 1.22 mmol) in a Parr flask was added palladium hydroxide on carbon (171 mg, 20% wt) and MeOH (6 mL) for solubility. The Parr flask was attached to the shaker and applied with 40 psi H2 for seven hours. The reaction mixture was evacuated, purged with nitrogen, filtered through Celite, and the filter pad was rinsed with MeOH. The filtrate was concentrated to a yellow oily residue under reduced pressure. Silica gel chromatography eluting with 1% MeOH, 0.5% NH4OH in DCM gave the product (108 mg).