1-{3,5-Difluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indazole-6-carbonitrile → 1-(3,5-Difluoro-4-hydroxyphenyl)-4-hydroxy-1H-indazole-6-carbonitrile

HRID 2423113Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2423113
[F:1][C:2]1[CH:3]=[C:4]([N:17]2[C:25]3[C:20](=[C:21]([OH:28])[CH:22]=[C:23]([C:26]#[N:27])[CH:24]=3)[CH:19]=[N:18]2)[CH:5]=[C:6]([F:16])[C:7]=1[O:8]CC1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([N:17]2[C:25]3[C:20](=[C:21]([OH:28])[CH:22]=[C:23]([C:26]#[N:27])[CH:24]=3)[CH:19]=[N:18]2)[CH:5]=[C:6]([F:16])[C:7]=1[OH:8]

Komponenten

4

Edukt 1

HCID 1363814391-{3,5-Difluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indazole-6-carbonitrile

Produkt 1

HCID 1359103821-(3,5-Difluoro-4-hydroxyphenyl)-4-hydroxy-1H-indazole-6-carbonitrileAusbeute 50,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 1-{3,5-difluoro-4-[(phenylmethyl)oxy]phenyl}-4-hydroxy-1H-indazole-6-carbonitrile (D37) (610 mg, 1.617 mmol) in ethyl acetate (50 mL) was passed through the H-cube over a 10% palladium on charcoal catalyst at room temperature and pressure. The filtrate was concentrated and then triturated with dichloromethane and collected by filtration to yield the desired product (E20) (235 mg).

Aufarbeitung

  1. concentrationThe filtrate was concentrated
  2. customtriturated with dichloromethane
  3. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-6081ca7767bd4235b16e321c7bd55ef4
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07960563B2

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