반응 #41522

반응 방정식

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

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타the reaction liquid
2. 2
   기타The solvent was evaporated away under reduced pressure
3. 3
   기타the 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
   추출this was extracted with chloroform
6. 6
   건조dried with anhydrous magnesium sulfate
7. 7
   기타The solvent was evaporated away under reduced pressure
8. 8
   기타to obtain the entitled compound

실험 절차

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.

출처