Ammonium Chloride → 4-Isopropyl-6-[4-(1-methyl-1H-indol-5-yl)-5-phenylamino-4H-[1,2,4]triazol-3-yl]-benzene-1,3-diol

HRID 76104

Reaktionsgleichung

[CH:1]([C:4]1[C:5]([O:34]C)=[CH:6][C:7]([O:32]C)=[C:8]([C:10]2[N:11]([C:22]3[CH:23]=[C:24]4[C:28](=[CH:29][CH:30]=3)[N:27]([CH3:31])[CH:26]=[CH:25]4)[C:12]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:13][N:14]=2)[CH:9]=1)([CH3:3])[CH3:2].[Cl-].[NH+]1C=CC=CC=1.[Cl-].[NH4+]>ClCCl>[CH:1]([C:4]1[CH:9]=[C:8]([C:10]2[N:11]([C:22]3[CH:23]=[C:24]4[C:28](=[CH:29][CH:30]=3)[N:27]([CH3:31])[CH:26]=[CH:25]4)[C:12]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:13][N:14]=2)[C:7]([OH:32])=[CH:6][C:5]=1[OH:34])([CH3:3])[CH3:2]

Komponenten

Reaktionsbedingungen

Temperatur: 210 °C

Versuchsvorschrift

A flask was charged with [5-(5-Isopropyl-2,4-dimethoxy-phenyl)-4-(1-methyl-1H-indol-5-yl)-4H-[1,2,4]triazol-3-yl]-phenyl-amine (27 mg; 0.06 mmol) and pyridinium chloride (2 g.). The reactants were placed under a nitrogen atmosphere, and the reaction was heated to 210° C. for 25 minutes. To the cooled reaction mixture was added dichloromethane and saturated ammonium chloride solution. The organic fraction was isolated, and the product was purified by column chromatography to give 4-Isopropyl-6-[4-(1-methyl-1H-indol-5-yl)-5-phenylamino-4H-[1,2,4]triazol-3-yl]-benzene-1,3-diol (18 mg; 0.04 mmol.)

Aufarbeitung

customTo the cooled reaction mixture
customThe organic fraction was isolated
customthe product was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag: ord-ca50e995b3fa4a0a90d8e327a12543be
Quelldatensatz: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08835464B2

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