Piperidine → 6-Nitro-2-piperidin-1-ylquinoline

HRID 6795

Reaktionsgleichung

Reaktionsgleichung von HRID 6795
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[CH:8]=2)[N:3]=1.[NH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>C(O)C>[N+:12]([C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)[CH:11]=[CH:10]2)([O-:14])=[O:13]

Komponenten

4

Edukt 2

HCID 8082PiperidineHCID 109217232-Chloro-6-nitroquinoline

Produkt 1

HCID 220189706-Nitro-2-piperidin-1-ylquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The product (208 mg, 1.0 mmol) from Step B and piperidine (0.5 mL, 5 mmol) were mixed in absolute ethanol (3 mL) and then heated at reflux for 4 h. The reaction mixture was cooled to r.t., and the solvent removed under vacuum. The solids were taken up in EtOAc (125 mL). The mixture was transferred to a separatory funnel and washed with water (3×15 mL). The organic layer was dried over sodium sulfate, filtered and the solvent removed under vacuum to afford the product as a yellow solid, MS: m/z 258 (MH+) which was used without further purification.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 4 h
  3. customthe solvent removed under vacuum
  4. customThe mixture was transferred to a separatory funnel
  5. washwashed with water (3×15 mL)
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. customthe solvent removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0a730dd69aee4455b345209e15cac609
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07084156B2

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