2,4,5-Trimethyloxazole → 4-[3-(2,4,5-trimethyl-1H-imidazol-1-yl)propyl]-1-piperidinecarboxaldehyde

HRID 485816Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485816
[CH3:1][C:2]1O[C:5]([CH3:7])=[N:4][C:3]=1[CH3:8].[NH2:9][CH2:10][CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][N:16]([CH:19]=[O:20])[CH2:15][CH2:14]1>C(O)(=O)C>[CH3:7][C:5]1[N:9]([CH2:10][CH2:11][CH2:12][CH:13]2[CH2:14][CH2:15][N:16]([CH:19]=[O:20])[CH2:17][CH2:18]2)[C:2]([CH3:1])=[C:3]([CH3:8])[N:4]=1

Komponenten

4

Edukt 2

HCID 302152,4,5-TrimethyloxazoleHCID 202397784-(3-Aminopropyl)piperidine-1-carbaldehyde

Produkt 1

HCID 202397774-[3-(2,4,5-trimethyl-1H-imidazol-1-yl)propyl]-1-piperidinecarboxaldehydeAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
145 °C

Versuchsvorschrift

A mixture of trimethyloxazole (10.18 g, 0.091M), 4[3-aminopropyl]-1-piperidinecarboxaldehyde and acetic acid (0.16 g) were heated at 145° C. for 6 hrs. After the reaction, the excess of trimethyl oxazole was removed at reduced pressure and the residue was purified on silica gel column eluted with 4 to 10% of methanol by volume in CHCl3 to yield 4-[3-(2,4,5-trimethyl-1H-imidazol-1-yl)propyl]-1-piperidinecarboxaldehyde as an oil (3.3 g, 50% yield).

Aufarbeitung

  1. customAfter the reaction
  2. customthe excess of trimethyl oxazole was removed at reduced pressure
  3. customthe residue was purified on silica gel column
  4. washeluted with 4 to 10% of methanol by volume in CHCl3

Quellen und Nachweise

ORD-Eintrag
ord-177110fcdaef4a71a576236c57916079
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04537969

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