Ethyl Acetate → 3-[{2-(1-Tert-butoxycarbonylpiperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole

HRID 54563Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 54563
C(O[C:4]([C:6]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=2)[O:8][N:7]=1)=[O:5])C.[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([CH2:32][CH2:33][NH2:34])[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20].C(OCC)(=O)C>CN(C)C=O>[C:19]([O:23][C:24]([N:26]1[CH2:31][CH2:30][CH:29]([CH2:32][CH2:33][NH:34][C:4]([C:6]2[N:10]=[C:9]([C:11]3[CH:12]=[CH:13][C:14]([C:17]#[N:18])=[CH:15][CH:16]=3)[O:8][N:7]=2)=[O:5])[CH2:28][CH2:27]1)=[O:25])([CH3:22])([CH3:21])[CH3:20]

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 1514258tert-Butyl 4-(2-aminoethyl)piperidine-1-carboxylateHCID 199591483-Ethoxycarbonyl-5-(4-cyanophenyl)-1,2,4-oxadiazole

Produkt 1

HCID 199592953-[{2-(1-Tert-butoxycarbonylpiperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 3-ethoxycarbonyl-5-(4-cyanophenyl)-1,2,4-oxadiazole (2.0 g) and 2-(1-tert-butoxycarbonylpiperidin-4-yl)ethylamine in N,N-dimethylformamide (1 ml) was heated at 120° C. for 5 hours. The mixture was dissolved with ethyl acetate, washed with water, brine, dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from ethanol to afford 3-[{2-(1-tert-butoxycarbonylpiperidin-4-yl)ethyl}carbamoyl]-5-(4-cyanophenyl)-1,2,4-oxadiazole (2.6 g).

Aufarbeitung

  1. washwashed with water, brine
  2. dry with materialdried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe residue was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-1224fa790a994fbf9ceb4726555c59b7
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05622976

Notizen zur Reaktion

Wird geladen…