Triethylamine → (E)-4-Methyl-1-[4-(4-quinolyl)-1-piperidyl]pent-2-en-1-one

HRID 333929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 333929
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[CH:9][CH:8]=2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:24][CH:25]([CH3:31])/[CH:26]=[CH:27]/[C:28](Cl)=[O:29]>ClCCl>[CH3:24][CH:25]([CH3:31])/[CH:26]=[CH:27]/[C:28]([N:1]1[CH2:2][CH2:3][CH:4]([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[CH:9][CH:8]=2)[CH2:5][CH2:6]1)=[O:29]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 10986269(E)-4-methylpent-2-enoyl ChlorideHCID 587708514-(Piperidin-4-yl)quinoline

Produkt 1

HCID 56948962(E)-4-Methyl-1-[4-(4-quinolyl)-1-piperidyl]pent-2-en-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

4-(4-Piperidyl)quinoline (0.1 mmol, 21 mg) was dissolved in dichloromethane (1 ml). Triethylamine (1 ml of a 0.12M solution in dichloromethane) was added, the solution was shaken for 30 seconds and (E)-4-methylpent-2-enoyl chloride was added (1 ml of a 0.12 M solution in dichloromethane. The mixture was shaken for one hour at room temperature and evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC. 5.1 mg were obtained (0.017 mmol, 17%).

Aufarbeitung

  1. stirringThe mixture was shaken for one hour at room temperature
  2. customevaporated to dryness under reduced pressure
  3. customThe residue was purified by preparative HPLC
  4. custom5.1 mg were obtained (0.017 mmol, 17%)

Quellen und Nachweise

ORD-Eintrag
ord-9e5b2cb9e7024cf5a925ac2536913329
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883791B2

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