trans-N-[3-(1H-pyrazol-1-yl)cyclopentyl]phthalimide → trans-3-(1H-pyrazol-1-yl)cyclopentylamine

HRID 655151Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655151
[N:1]1([C@H:6]2[CH2:10][CH2:9][C@H:8]([N:11]3C(=O)C4=CC=CC=C4C3=O)[CH2:7]2)[CH:5]=[CH:4][CH:3]=[N:2]1>CCO>[N:1]1([C@H:6]2[CH2:10][CH2:9][C@H:8]([NH2:11])[CH2:7]2)[CH:5]=[CH:4][CH:3]=[N:2]1

Komponenten

3

Edukt 1

HCID 67133690trans-N-[3-(1H-pyrazol-1-yl)cyclopentyl]phthalimide

Produkt 1

HCID 67135041trans-3-(1H-pyrazol-1-yl)cyclopentylamineAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of trans-N-[3-(1H-pyrazol-1-yl)cyclopentyl]phthalimide (F) (1.53 g, 5.44 mmol), and hydrazinemonohydorate (0.53 mL, 10.9 mmol) in EtOH (30 mL) was stirred at reflux for 4 h. After cooling, the reaction mixture was filtered followed by the removal of solvent. The crude product was purified by column chromatography (Chromatrex, CH2Cl2/EtOH=30/1) to yield trans-3-(1H-pyrazol-1-yl)cyclopentylamine (427 mg, 52%) as yellow oil.

Aufarbeitung

  1. temperatureat reflux for 4 h
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture was filtered
  4. customfollowed by the removal of solvent
  5. customThe crude product was purified by column chromatography (Chromatrex, CH2Cl2/EtOH=30/1)

Quellen und Nachweise

ORD-Eintrag
ord-1f428abe3b934246992096c208564d2e
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071591B2

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