Benzyl 3-(4-methylpiperazin-1-yl)azetidine-1-carboxylate → 1-(Azetidin-3-yl)-4-methylpiperazine

HRID 921642Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 921642
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH:8]2[CH2:11][N:10](C(OCC3C=CC=CC=3)=O)[CH2:9]2)[CH2:4][CH2:3]1>CO.[Pd]>[NH:10]1[CH2:11][CH:8]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)[CH2:9]1

Komponenten

4

Edukt 1

HCID 86708494Benzyl 3-(4-methylpiperazin-1-yl)azetidine-1-carboxylate

Produkt 1

HCID 206598001-(Azetidin-3-yl)-4-methylpiperazineAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of benzyl 3-(4-methylpiperazin-1-yl)azetidine-1-carboxylate (1.45 g, 5.01 mmol) and Pd/C (0.320 g, 0.150 mmol) in methanol (30 mL) was hydrogenated at 30 psi over the weekend. The reaction mixture was filtered through celite and the filtrate was concentrated. The crude product 1-(azetidin-3-yl)-4-methylpiperazine (0.78 g, 5.02 mmol, 100% yield) was obtained as colorless oil and used without purification.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-a635ec9e7d954fdb96254ca6fa06cd72
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273057B2

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