4-[1-(4-Methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy]aniline → 4-(1H-pyrazolo[3,4-b]pyridin-4-yloxy)aniline

HRID 2070026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2070026
COC1C=CC(C[N:8]2[C:12]3=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]4[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=4)=[C:11]3[CH:10]=[N:9]2)=CC=1>C(O)(C(F)(F)F)=O>[NH:8]1[C:12]2=[N:13][CH:14]=[CH:15][C:16]([O:17][C:18]3[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=3)=[C:11]2[CH:10]=[N:9]1

Komponenten

3

Edukt 1

HCID 593985274-[1-(4-Methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy]aniline

Produkt 1

HCID 593985424-(1H-pyrazolo[3,4-b]pyridin-4-yloxy)anilineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

4-[1-(4-Methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-4-yloxy]aniline (263 mg) was dissolved in TFA (7.5 mL). The resulting mixture was stirred at 60° C. for 2 hours and concentrated under reduced pressure. The residue was diluted with dichloromethane and then washed with a sodium bicarbonate solution and saturated brine. The organic layer was separated and concentrated under reduced pressure. The residue was suspended in ether, and the precipitate was collected by filtration to give 4-(1H-pyrazolo[3,4-b]pyridin-4-yloxy)aniline (151 mg, yield: 88%) as a light-brown powder.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. additionThe residue was diluted with dichloromethane
  3. washwashed with a sodium bicarbonate solution and saturated brine
  4. customThe organic layer was separated
  5. concentrationconcentrated under reduced pressure
  6. filtrationthe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-83cd822d725c415caa649f5eb6e79c20
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299252B2

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