Potassium Carbonate → tert-Butyl 4-(quinolin-2-yl)piperazine-1-carboxylate

HRID 33165

Reaktionsgleichung

Reaktionsgleichung von HRID 33165
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 119282-ChloroquinolineHCID 143452tert-Butyl piperazine-1-carboxylate

Produkt 1

HCID 16117834tert-Butyl 4-(quinolin-2-yl)piperazine-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 6.1 mmol 2-chloroquinoline, 6.7 mmol piperazine-1-carboxylic acid tert-butyl ester and 12.2 mmol potassium carbonate in 15 ml acetonitrile was refluxed overnight. The reaction mixture is concentrated, water is added and the compound extracted with ethyl acetate. Chromatography (SiO2; cyclohexane/ethyl acetate 9/1) gave the title compound as a colorless solid.

Aufarbeitung

  1. temperaturewas refluxed overnight
  2. concentrationThe reaction mixture is concentrated
  3. additionwater is added
  4. extractionthe compound extracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-a686448e25f6428e9d95799ac3023fb6
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429585B2

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