2-(Benzyloxy)-5-[(4-fluorophenyl)carbonyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine → HCID 178519627, Verbindung

HRID 571727

Reaktionsgleichung

Reaktionsgleichung von HRID 571727
C([O:8][C:9]1[CH:26]=[C:12]2[CH2:13][N:14]([C:17]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[O:18])[CH2:15][CH2:16][N:11]2[N:10]=1)C1C=CC=CC=1>CCOC(C)=O.CN(C=O)C.[OH-].[OH-].[Pd+2]>[F:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]([N:14]2[CH2:15][CH2:16][N:11]3[N:10]=[C:9]([OH:8])[CH:26]=[C:12]3[CH2:13]2)=[O:18])=[CH:20][CH:21]=1

Komponenten

4

Edukt 1

HCID 725512832-(Benzyloxy)-5-[(4-fluorophenyl)carbonyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

Produkt 1

HCID 178519627HCID 178519627, VerbindungAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 22989253N,N-dimethylformamide ethyl acetateLösungsmittel

Versuchsvorschrift

A solution of 2-(benzyloxy)-5-[(4-fluorophenyl)carbonyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine (0.53 g, 1.51 mmol) in a mixture of AcOEt/DMF (1.8/1.8 mL) was hydrogenated in a H-Cube reactor (1.5 ml/min, 70 mm, Pd(OH)2/C cartridge, full H2 mode, 80° C., 1 cycle). The solvents were evaporated in vacuo to yield 5-[(4-fluorophenyl)carbonyl]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazin-2-ol (0.39 g, 90% yield) as a white solid, that was used in the next step without further purification.

Aufarbeitung

  1. customwas hydrogenated in a H-Cube reactor
  2. customThe solvents were evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-0815c0a5567e4f2993f9ed6301dc238e
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029366B2

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