Potassium Iodide → 1-(4-(4-(4-pyridyl)piperazine-1-yl)butyl)-1H-benzotriazole

HRID 1482602Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1482602
Cl[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[N:7]1.[N:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[CH:17][CH:16]=1.C(N(C(C)C)CC)(C)C.[I-].[K+]>C(#N)C>[N:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:22][CH2:23][N:24]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]3[C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=4[N:8]=[N:7]3)[CH2:25][CH2:26]2)=[CH:17][CH:16]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 705171-(4-Pyridyl)piperazineHCID 81531DiisopropylethylamineHCID 34251071-(4-chlorobutyl)-1H-benzotriazole

Produkt 1

HCID 762836381-(4-(4-(4-pyridyl)piperazine-1-yl)butyl)-1H-benzotriazoleAusbeute 65,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1-(4-chlorobutyl)-1H-benzotriazole (7.55 g, 0.036 mol) was dissolved into 100 ml of acetonitrile, 4-(4-pyridyl)piperazine (4.9 g, 0.03 mol), diisopropylethylamine (15.5 g, 0.12 mol) and potassium iodide (5.0 g, 0.03 mol) were respectively added. The mixture was stirred and mixed, then heated and refluxed to react for 20 hours. The mixture was cooled down to ambient temperature and filtered. The filtrate was concentrated to produce oily products, and treated by chromatography with neutral Al2O3 and purified, eluted with dichloromethane to produce 6.6 g compound (I-44) with a yield of 65.3%. ESI-MS [M+H]+: m/z 336.2.

Aufarbeitung

  1. additionwere respectively added
  2. additionmixed
  3. temperatureheated
  4. temperaturerefluxed
  5. customto react for 20 hours
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. customto produce oily products
  9. additiontreated by chromatography with neutral Al2O3
  10. custompurified
  11. washeluted with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-8efa91f653bd4f208c90e6fe63876dbf
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09415047B2

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