Reaktion #41512

Reaktionsgleichung

pyridine-2-carboxaldehyde

nitrobenzene

4,5-bis(pyridin-3-yloxy)-benzene-1,2-diamine

→

2-pyridin-2-yl-5,6-bis(pyridin-3-yloxy)-1H-benzimidazole

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid
2. 2
   SonstigeThe reaction mixture was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]
3. 3
   SonstigeThe solvent of the resulting fraction was evaporated away under reduced pressure
4. 4
   Sonstigethis was purified
5. 5
   Sonstigethrough partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=20/1)
6. 6
   Sonstigeto obtain the entitled compound as a yellow oily substance

Vorschrift

0.01 ml of pyridine-2-carboxaldehyde was added to a nitrobenzene (0.3 ml) solution of 30 mg of 4,5-bis(pyridin-3-yloxy)-benzene-1,2-diamine at 120° C., and the reaction liquid was stirred at the same temperature for 2 hours. The reaction mixture was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]. The solvent of the resulting fraction was evaporated away under reduced pressure, and this was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=20/1) to obtain the entitled compound as a yellow oily substance.

Quelle