Potassium Iodide → 1-{[5-(4-Iodophenyl)-1,3,4-oxadiazol-2-yl]methyl}piperidine

HRID 31405

Reaktionsgleichung

Reaktionsgleichung von HRID 31405
Cl[CH2:2][C:3]1[O:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([I:14])=[CH:10][CH:9]=2)=[N:6][N:7]=1.[I-].[K+].[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>>[I:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[O:4][C:3]([CH2:2][N:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)=[N:7][N:6]=2)=[CH:9][CH:10]=1

Komponenten

4

Edukt 3

HCID 4875Potassium IodideHCID 8082PiperidineHCID 70910682-(Chloromethyl)-5-(4-iodophenyl)-1,3,4-oxadiazole2×

Produkt 1

HCID 70968951-{[5-(4-Iodophenyl)-1,3,4-oxadiazol-2-yl]methyl}piperidine

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

2-Chloromethyl-5-(4-iodophenyl)-[1,3,4]oxadiazole (Intermediate 7) (48 mg, 0.15 mmol) and potassium iodide (25 mg, 0.15 mmol) were dissolved in piperidine (2 ml) and stirred for 18 hours at 20° C. The amine was then removed in vacuo and the product was purified on a 10 g silica SPE cartridge (stepped solvent gradient 80:20 ethyl acetate:cyclohexane, 100% ethyl acetate, 95:5 ethyl acetate:methanol).

Aufarbeitung

  1. customThe amine was then removed in vacuo
  2. customthe product was purified on a 10 g silica SPE cartridge (stepped solvent gradient 80:20 ethyl acetate:cyclohexane, 100% ethyl acetate, 95:5 ethyl acetate:methanol)

Quellen und Nachweise

ORD-Eintrag
ord-34bb9ef1441245f79243fcae985e7eb2
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07425555B2

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