5-Nitro-2-(4-(oxetan-3-yl)piperazin-1-yl)benzonitrile → HCID 86704502, Verbindung

HRID 633405Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 633405
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:12]2[CH2:17][CH2:16][N:15]([CH:18]3[CH2:21][O:20][CH2:19]3)[CH2:14][CH2:13]2)=[C:8]([CH:11]=1)[C:9]#[N:10])([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:12]2[CH2:17][CH2:16][N:15]([CH:18]3[CH2:19][O:20][CH2:21]3)[CH2:14][CH2:13]2)=[C:8]([CH:11]=1)[C:9]#[N:10]

Komponenten

4

Edukt 1

HCID 867045015-Nitro-2-(4-(oxetan-3-yl)piperazin-1-yl)benzonitrile

Produkt 1

HCID 86704502HCID 86704502, VerbindungAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 5-nitro-2-(4-(oxetan-3-yl)piperazin-1-yl)benzonitrile (9.8 g, 1.0 eq, 34.0 mmol) and Pd—C (10% loading, 3,6 g) in EtOH (300 mL) was stirred in a 500 mL round bottom flask. The reaction flask was evacuated under house vacuum and subsequently filled with hydrogen while stirring. This procedure was repeated three times and the reaction mixture was hydrogenated for 3 hours under an H2 balloon. The mixture was filtered through celite and the filter cake was washed with EtOH (2×50 mL). The filtrate was concentrated under vacuum to leave a white solid, which upon high vacuum drying gave 5-amino-2-(4-(oxetan-3-yl)piperazin-1-yl)benzonitrile in 93% yield.

Aufarbeitung

  1. customThe reaction flask was evacuated under house vacuum
  2. additionsubsequently filled with hydrogen
  3. stirringwhile stirring
  4. filtrationThe mixture was filtered through celite
  5. washthe filter cake was washed with EtOH (2×50 mL)
  6. concentrationThe filtrate was concentrated under vacuum
  7. customto leave a white solid, which upon high vacuum
  8. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-5af8b77e67b4431da779fee981452691
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321763B2

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