Reaktion #41555

Reaktionsgleichung

potassium carbonate

2,2,2-trifluoro-1-(2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

→

compound

5-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole

Lösungsmittel

methanol

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid
2. 2
   SonstigeThe reaction liquid
3. 3
   workup.DISTILLATIONwas distilled under reduced pressure
4. 4
   workup.ADDITIONdiluted with aqueous saturated sodium bicarbonate
5. 5
   workup.ADDITIONadded
6. 6
   Extraktionextracted with ethyl acetate
7. 7
   WaschenThe organic layer was washed with saturated saline
8. 8
   Trocknendried with anhydrous sodium sulfate
9. 9
   SonstigeThe solvent was evaporated away under reduced pressure
10. 10
    Sonstigethe resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol/aqueous ammonia=10/1/0.1)

Vorschrift

500 mg of potassium carbonate was added to a solution of 375 mg of 2,2,2-trifluoro-1-(2-(6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone in a mixture of 16 ml of methanol and 3 ml of water, and the reaction liquid was stirred overnight at room temperature. The reaction liquid was distilled under reduced pressure, diluted with aqueous saturated sodium bicarbonate added thereto, and then extracted with ethyl acetate. The organic layer was washed with saturated saline, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol/aqueous ammonia=10/1/0.1) to obtain the entitled compound as a pale yellow solid.

Quelle