Reaktion #41522

Reaktionsgleichung

OXONE

water

5-(2-methyl-pyridin-5-ylsulfanyl)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole

→

5-(4-Methyl-pyridine-3-sulfonyl)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid
2. 2
   SonstigeThe solvent was evaporated away under reduced pressure
3. 3
   Sonstigethe resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]
4. 4
   workup.ADDITIONAn aqueous solution of saturated sodium hydrogencarbonate was added to the resulting fraction
5. 5
   Extraktionthis was extracted with chloroform
6. 6
   Trocknendried with anhydrous magnesium sulfate
7. 7
   SonstigeThe solvent was evaporated away under reduced pressure
8. 8
   Sonstigeto obtain the entitled compound

Vorschrift

92 mg of OXONE and 0.1 ml of water were added to a tetrahydrofuran (1.5 ml) solution of 42 mg of 5-(2-methyl-pyridin-5-ylsulfanyl)-2-pyridin-2-yl-6-(pyridin-3-yloxy)-1H-benzimidazole obtained in Example 13, and the reaction liquid was stirred overnight at room temperature. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]. An aqueous solution of saturated sodium hydrogencarbonate was added to the resulting fraction, and this was extracted with chloroform, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound.

Quelle