반응 #41548

반응 방정식

sodium bicarbonate

sodium hydride

1-(2-(6-hydroxy-2-pyridin-2-yl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

4-fluorocyanobenzene

→

4-(6-(1-acetyl-pyrrolidin-2-yl)-2-pyridin-2-yl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-5-yloxy)-benzonitrile

용매

N-methyl-pyrrolidinone

반응 조건

후처리

1. 1
   기타the reaction liquid
2. 2
   온도After cooled
3. 3
   추출this was extracted with ethyl acetate
4. 4
   세척the organic layer was washed with water
5. 5
   건조dried with anhydrous magnesium sulfate
6. 6
   기타The solvent was evaporated away under reduced pressure
7. 7
   기타the resulting residue was purified
8. 8
   기타through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=9/1)
9. 9
   기타to obtain the entitled compound as a yellow oily substance

실험 절차

5.8 mg of sodium hydride was added to an N-methyl-pyrrolidinone (1 ml) solution of 30 mg of 1-(2-(6-hydroxy-2-pyridin-2-yl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone obtained in Example 121 (step 10) and 20 mg of 4-fluorocyanobenzene, and the reaction liquid was stirred overnight in a sealed tube at 100° C. After cooled, aqueous saturated sodium bicarbonate was added to the reaction liquid, then this was extracted with ethyl acetate, the organic layer was washed with water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through partitioning thin-layer chromatography (Kieselgel™ 60F254, Art 5744 (by Merck), chloroform/methanol=9/1) to obtain the entitled compound as a yellow oily substance.

출처