Réaction #41628

Équation de réaction

tin(II) chloride dihydrate

4-methanesulfonyl-phenol

cesium carbonate

trans-1-acetyl-2-(5-nitro-2-fluoro-4-((pyridin-2-carbonyl)-amino)-phenyl)-4-acetoxy-pyrrolidine

→

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

Solvants

ethyl acetate

dimethylformamide

Conditions de réaction

Traitement

1. 1
   Autrethe reaction liquid
2. 2
   Autrethe reaction liquid
3. 3
   workup.STIRRINGwas stirred at 90° C. for 5 hours
4. 4
   AutreThe reaction liquid
5. 5
   Lavagewashed with water and saturated saline in order
6. 6
   Séchagedried with anhydrous sodium sulfate
7. 7
   AutreThe solvent was evaporated away under reduced pressure
8. 8
   Autreto obtain the entitled compound as a yellow oily substance

Mode opératoire

10 mg of 4-methanesulfonyl-phenol and 20 mg of cesium carbonate were added to a dimethylformamide (0.5 ml) solution of 21 mg of trans-1-acetyl-2-(5-nitro-2-fluoro-4-((pyridin-2-carbonyl)-amino)-phenyl)-4-acetoxy-pyrrolidine, and the reaction liquid was stirred at 90° C. for 1 hour. 100 mg of tin(II) chloride dihydrate was added to it, and the reaction liquid was stirred at 90° C. for 5 hours. The reaction liquid was diluted with ethyl acetate, washed with water and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a yellow oily substance.

Source