Piperidine → 7,7-Dimethyl-5-oxo-2-piperidin-1-yl-5,6,7,8-tetrahydro-quinoline-3-carbonitrile

HRID 1817816Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1817816
[CH3:1][C:2]1([CH3:17])[CH2:11][C:10]2[N:9]=[C:8](SC)[C:7]([C:14]#[N:15])=[CH:6][C:5]=2[C:4](=[O:16])[CH2:3]1.[NH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C(O)C>[CH3:1][C:2]1([CH3:17])[CH2:11][C:10]2[N:9]=[C:8]([N:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)[C:7]([C:14]#[N:15])=[CH:6][C:5]=2[C:4](=[O:16])[CH2:3]1

Komponenten

4

Edukt 2

HCID 8082PiperidineHCID 31375507,7-Dimethyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-quinoline-3-carbonitrile

Produkt 1

HCID 578831717,7-Dimethyl-5-oxo-2-piperidin-1-yl-5,6,7,8-tetrahydro-quinoline-3-carbonitrileAusbeute 28,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 7,7-dimethyl-2-methylsulfanyl-5-oxo-5,6,7,8-tetrahydro-quinoline-3-carbonitrile (0.25 g, 1 mmol) and piperidine (0.32 ml, 4 mmol) in dry ethanol (3 ml) was stirred at reflux for 36 h. The reaction mixture was then evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (chloroform-methanol, 50:1) to give the title compound (0.08 g, 28%) as a colorless solid.

Aufarbeitung

  1. temperatureat reflux for 36 h
  2. customThe reaction mixture was then evaporated under reduced pressure
  3. customThe residue was purified by flash chromatography on silica gel (chloroform-methanol, 50:1)

Quellen und Nachweise

ORD-Eintrag
ord-61ad601957ff441aa8913a521fedbe52
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07598384B2

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