Methanol → HCID 178509237, Verbindung

HRID 1048810

Reaktionsgleichung

Reaktionsgleichung von HRID 1048810
[OH:1]OS([O-])=O.[K+].[F:7][C:8]1[CH:9]=[C:10]([S:15][C:16]2[CH:17]=[C:18]3[C:24]([NH2:25])=[N:23][NH:22][C:19]3=[N:20][CH:21]=2)[CH:11]=[C:12]([F:14])[CH:13]=1.O1CCCC1.CO.[OH2:33]>>[F:7][C:8]1[CH:9]=[C:10]([S:15]([C:16]2[CH:17]=[C:18]3[C:24]([NH2:25])=[N:23][NH:22][C:19]3=[N:20][CH:21]=2)(=[O:1])=[O:33])[CH:11]=[C:12]([F:14])[CH:13]=1

Komponenten

6

Edukt 5

HCID 887MethanolHCID 962WaterHCID 8028TetrahydrofuranHCID 23707502Potassium hydroxy sulfite2×HCID 178509236HCID 178509236, Verbindung

Produkt 1

HCID 178509237HCID 178509237, VerbindungAusbeute 81 %

Versuchsvorschrift

A solution of 663 mg (1.078 mmol) of oxone in 1.1 ml of water is added to a solution of 300 mg (1.078 mmol) of 5-(3,5-difluorophenylthio)-1H-pyrazolo[3,4-b]pyridin-3-amine in 10 ml of a 1:1 mixture of tetrahydrofuran and methanol at 0° C. The reaction mixture is stirred at room temperature for 16 hours. An additional portion of 663 mg of oxone at 0° C. is then added and the reaction medium stirred at room temperature for 24 hours. The solvents are evaporated and the reaction medium is diluted with sodium bicarbonate solution, extracted with ethyl acetate, dried on MgSO4 and then concentrated to yield 340 mg (81%) of 5-(3,5-difluorophenylsulfonyl)-1H-pyrazolo[3,4-b]pyridin-3-amine in the form of a yellow solid.

Aufarbeitung

  1. stirringthe reaction medium stirred at room temperature for 24 hours
  2. customThe solvents are evaporated
  3. additionthe reaction medium is diluted with sodium bicarbonate solution
  4. extractionextracted with ethyl acetate
  5. customdried on MgSO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e1bb9da3e2bc4b77912e8f432323058a
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09381195B2

Verknüpfte Notizen

Wird geladen…