반응 #1532274

반응 방정식

Copper(I) cyanide

2-(5-chloro-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-7-yl)-1,2,3,4-tetrahydroisoquinoline

Ethyl acetate

→

titled compound

수율 26.0%

7-(3,4-dihydro-1H-isoquinolin-2-yl)-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-5-carbonitrile

수율 26.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The reaction mixture was refluxed for 24 hours
2. 2
   여과was then filtered
3. 3
   세척The reaction mixture washed with water
4. 4
   건조The organic layer was dried on anhydrous magnesium sulfate
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The resulting residue was purified with silica gel column chromatography (ethyl acetate/n-hexane=1/3

실험 절차

Copper(I) cyanide (9.3 g, 102.6 mmol) was added to a solution of 2-(5-chloro-2,3-dimethyl-1H-pyrrolo[2,3-c]pyridin-7-yl)-1,2,3,4-tetrahydroisoquinoline (3.2 g, 10.3 mmol) prepared in Example 656 in anhydrous N,N-dimethylformamide (100 ml). The reaction mixture was refluxed for 24 hours and then cooled to room temperature. Ethyl acetate was added to the reaction mixture, which was then filtered to discard insoluble matertals. The reaction mixture washed with water. The organic layer was dried on anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified with silica gel column chromatography (ethyl acetate/n-hexane=1/3, v/v) to give 750 mg of the titled compound as a white solid. (Yield: 26%)

출처