Réaction #41525

Équation de réaction

pyridin-2-carboxaldehyde

nitrobenzene

3-(2-methoxyphenoxy)-5-(pyridin-3-yloxy)-benzene-1,2-diamine

→

compound

4-(2-methoxy-phenoxy)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole

Conditions de réaction

Traitement

1. 1
   Autrethe reaction liquid
2. 2
   AutreThe reaction mixture was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 to ethyl acetate to chloroform/methanol=20/1)
3. 3
   AutreThe solvent of the resulting fraction was evaporated away under reduced pressure
4. 4
   Autrethe resulting residue was purified
5. 5
   Autrethrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=20/1)

Mode opératoire

0.026 ml of pyridin-2-carboxaldehyde was added to a nitrobenzene (0.5 ml) solution of 59 mg of 3-(2-methoxyphenoxy)-5-(pyridin-3-yloxy)-benzene-1,2-diamine at 120° C., and the reaction liquid was stirred for 1 hour at the same temperature. The reaction mixture was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1 to ethyl acetate to chloroform/methanol=20/1). The solvent of the resulting fraction was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=20/1) to obtain the entitled compound as a pale yellow solid.

Source