Reaktion #41639

Reaktionsgleichung

ammonium chloride

methyl lithium

1-(2-(6-(6-acetyl-pyridin-3-yloxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

1-(2-(6-(6-Acetyl-pyridin-3-yloxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

→

compound

1-(2-(6-(6-(1-Hydroxy-1-methyl-ethyl)-pyridin-3-yloxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid
2. 2
   SonstigeThe reaction liquid
3. 3
   Extraktionextracted with chloroform
4. 4
   Trocknendried with anhydrous magnesium sulfate
5. 5
   SonstigeThe solvent was evaporated away under reduced pressure
6. 6
   Sonstigethe resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol=7.5/1)

Vorschrift

0.1 ml of methyl lithium (1.0 M diethyl ether solution) was added to a tetrahydrofuran (1.5 ml) solution of 15.0 mg of 1-(2-(6-(6-acetyl-pyridin-3-yloxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone obtained in Example 341, at −78° C., and the reaction liquid was stirred at −78° C. for 30 minutes. The reaction liquid was poured into aqueous saturated ammonium chloride solution, extracted with chloroform, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: chloroform/methanol=7.5/1) to obtain the entitled compound as a yellow solid.

Quelle