HCID 178505869, Verbindung → HCID 178507659, Verbindung

HRID 1843632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1843632
C([N:8](CC1C=CC=CC=1)[C:9]1[CH:14]=[CH:13][C:12]([F:15])=[C:11]([C:16]2[C:20]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[CH:19][NH:18][N:17]=2)[C:10]=1[F:27])C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:27][C:10]1[C:11]([C:16]2[C:20]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[CH:19][NH:18][N:17]=2)=[C:12]([F:15])[CH:13]=[CH:14][C:9]=1[NH2:8]

Komponenten

4

Edukt 1

HCID 178505869HCID 178505869, Verbindung

Produkt 1

HCID 178507659HCID 178507659, VerbindungAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To dibenzyl-[2,4-difluoro-3-(4-pyridin-4-yl-1H-pyrazol-3-yl)-phenyl]-amine (1.795 g, 3.97 mmol) in methanol (100 mL) was added 20% palladium hydroxide on carbon (646 mg). The reaction was stirred under hydrogen atmosphere for 12 hours (45 psi). The reaction was filtered to remove the catalyst, and then concentrated under reduced pressure. The crude was purified by silica gel column chromatography eluting with methanol 7% in methylene chloride to give 2,4-difluoro-3-(4-pyridin-4-yl-1H-pyrazol-3-yl)-phenylamine (yield 56% over three steps).

Aufarbeitung

  1. filtrationThe reaction was filtered
  2. customto remove the catalyst
  3. concentrationconcentrated under reduced pressure
  4. customThe crude was purified by silica gel column chromatography
  5. washeluting with methanol 7% in methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-1e6623a1f83442b1a7afa3436688225c
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946250B2

Notizen zur Reaktion

Wird geladen…