Réaction #61168

Équation de réaction

water

1-(5-chloro-2-nitro-phenyl)-piperidine

1-(5-Chloro-2-nitro-phenyl)-piperidine

imidazole

KOH

→

title compound

Rendement 92.0%

1-(5-Imidazol-1-yl-2-nitro-phenyl)-piperidine

Rendement 92.0%

Solvants

DMSO

Conditions de réaction

Traitement

1. 1
   Extractionextracted with EtOAc (2×50 mL)
2. 2
   LavageThe combined organic layers were washed with water (50 mL)
3. 3
   Séchagedried (Na2SO4)
4. 4
   Concentrationconcentrated in vacuo

Mode opératoire

To 1-(5-chloro-2-nitro-phenyl)-piperidine (184 mg, 0.760 mmol, as prepared in Example 3, step (a)) and imidazole (67.8 mg, 0.99 mmol) in 3 mL of DMSO was added KOH (64 mg, 1.1 mmol). The reaction was heated to 90° C. overnight. The dark solution was poured into 40 mL of water and extracted with EtOAc (2×50 mL). The combined organic layers were washed with water (50 mL), dried (Na2SO4) and concentrated in vacuo to give 190 mg (92%) of the title compound as a yellow solid. Mass spectrum (ESI, m/z): Calcd. for C14H16N4O2, 273.1 (M+H), found 273.1.

Source