반응 #1451476

반응 방정식

3-Hydroxyisoquinoline

1-benzo[b]thiophen-4-yl-4-(3-chloropropyl)piperazine

potassium carbonate

dimethylformamide

→

3-[3-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)propoxy]isoquinoline hydrochloride

수율 37.0%

용매

water

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   추출the reaction mixture was extracted with ethyl acetate
3. 3
   세척The organic phase was washed with water
4. 4
   건조dried over magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   여과after filtration
7. 7
   기타The residue was purified by basic silica gel column chromatography (n-hexane:ethyl acetate=9:1)
8. 8
   농축concentrated under reduced pressure
9. 9
   workup.DISSOLUTIONThe resulting residue was dissolved in ethanol (2 ml)
10. 10
    workup.ADDITION1N—HCl—ethanol solution (0.5 ml) was added
11. 11
    기타Insoluble matters produced
12. 12
    여과were filtered out
13. 13
    기타dried

실험 절차

3-Hydroxyisoquinoline (170 mg, 1.17 mmol), 1-benzo[b]thiophen-4-yl-4-(3-chloropropyl)piperazine (290 mg, 1.0 mmol), and potassium carbonate (200 mg, 1.45 mmol) were added to dimethylformamide (8 ml), followed by stirring at 80° C. for 7 hours. The reaction mixture was cooled to room temperature, then water was added thereto and the reaction mixture was extracted with ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure after filtration. The residue was purified by basic silica gel column chromatography (n-hexane:ethyl acetate=9:1), and concentrated under reduced pressure. The resulting residue was dissolved in ethanol (2 ml), and 1N—HCl—ethanol solution (0.5 ml) was added thereto. Insoluble matters produced were filtered out and dried to obtain 3-[3-(4-benzo[b]thiophen-4-yl-piperazin-1-yl)propoxy]isoquinoline hydrochloride (160 mg, yield: 37%) as white powder.

출처