3-[4-(Benzyloxy)phenyl]-1-ethyl-1H-pyrazolo[3,4-b]pyrazine → 4-(1-Ethyl-1H-pyrazolo[3,4-b]pyrazin-3-yl)phenol

HRID 573314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 573314
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:23]3[C:18](=[N:19][CH:20]=[CH:21][N:22]=3)[N:17]([CH2:24][CH3:25])[N:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.CCOC(C)=O.[Pd]>[CH2:24]([N:17]1[C:18]2=[N:19][CH:20]=[CH:21][N:22]=[C:23]2[C:15]([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)=[N:16]1)[CH3:25]

Komponenten

5

Edukt 1

HCID 866889763-[4-(Benzyloxy)phenyl]-1-ethyl-1H-pyrazolo[3,4-b]pyrazine

Produkt 1

HCID 1363976954-(1-Ethyl-1H-pyrazolo[3,4-b]pyrazin-3-yl)phenolAusbeute 57,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 3-[4-(benzyloxy)phenyl]-1-ethyl-1H-pyrazolo[3,4-b]pyrazine (570 mg) and 10% Pd—C (50% wet, 200 mg) in MeOH (8 mL) and AcOEt (8 mL) was hydrogenated under balloon pressure at room temperature for 2 h. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane) to give the title compound (240 mg).

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-2a6fbecf96fb41a28498a42a2c68ae45
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029536B2

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