반응 #339790

반응 방정식

{4-[6-(3-chloro-propoxy)-3-cyano-1-cyclobutyl-1H-indol-2-yl]-phenyl}-carbamic acid isopropyl ester

sodium iodide

sodium

1,2,4-triazole

→

{4-[3-cyano-1-cyclobutyl-6-(3-[1,2,4]triazol-1-yl-propoxy)-1H-indol-2-yl]-phenyl}-carbamic acid isopropyl ester

용매

CH3CN

반응 조건

후처리

1. 1
   온도at reflux temperature overnight
2. 2
   기타The solvent is then evaporated
3. 3
   workup.ADDITIONthe residue is diluted with anhydrous DMF (1 mL)
4. 4
   기타The solvent is removed under reduced pressure
5. 5
   workup.ADDITIONthe residue is diluted with ethyl acetate
6. 6
   세척washed with water
7. 7
   농축The organic layer is concentrated
8. 8
   기타triturated with hexane
9. 9
   여과the precipitate is collected by filtration
10. 10
    세척washed well with 50% ethyl acetate in hexane
11. 11
    기타dried in vacuo

실험 절차

To a solution of {4-[6-(3-chloro-propoxy)-3-cyano-1-cyclobutyl-1H-indol-2-yl]-phenyl}-carbamic acid isopropyl ester (37 mg, 0.08 mmol) in CH3CN (1 mL) is added sodium iodide (71 mg, 0.48 mmol). The resulting mixture is stirred at reflux temperature overnight. The solvent is then evaporated and the residue is diluted with anhydrous DMF (1 mL) and then treated with the sodium salt of 1,2,4-triazole (0.16 mmol) at room temperature overnight. The solvent is removed under reduced pressure and the residue is diluted with ethyl acetate and then washed with water. The organic layer is concentrated and triturated with hexane and the precipitate is collected by filtration and washed well with 50% ethyl acetate in hexane and dried in vacuo to afford {4-[3-cyano-1-cyclobutyl-6-(3-[1,2,4]triazol-1-yl-propoxy)-1H-indol-2-yl]-phenyl}-carbamic acid isopropyl ester, compound 1255 (31 mg, 78%).

출처