반응 #1855193

반응 방정식

N,N-diisopropylethylamine

DMSO

2-(5-methoxy-1-benzofuran-3-yl)ethyl iodide

(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole

→

3-{1-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-1,2,3,6-tetrahydro-4-pyridinyl}-1H-indole

반응 조건

후처리

1. 1
   기타obtained by the
2. 2
   기타At the end, the reaction mixture was quenched with water
3. 3
   추출extracted with chloroform
4. 4
   세척The organic layer was washed with water
5. 5
   건조dried over anhydrous MgSO4
6. 6
   농축concentrated to dryness
7. 7
   기타The dark colored solid was purified by silica-gel column chromatography
8. 8
   세척by eluting it with 70% ethyl acetae

실험 절차

A mixture of 2-(5-methoxy-1-benzofuran-3-yl)ethyl iodide (301 mg. 1 mmol) (obtained by the above mentioned process) and 3 (1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole (198 mg, 1 mmol) was heated at 120° C. in DMSO in the presence of N,N-diisopropylethylamine (5 ml, excess) for 24 hrs. At the end, the reaction mixture was quenched with water and extracted with chloroform. The organic layer was washed with water and dried over anhydrous MgSO4 and concentrated to dryness. The dark colored solid was purified by silica-gel column chromatography by eluting it with 70% ethyl acetae: hexane. 3-{1-[2-(5-methoxy-1-benzofuran-3-yl)ethyl]-1,2,3,6-tetrahydro-4-pyridinyl}-1H-indole was isolated as yellow oil. Yield: 160 mg (43%); 373 (M+H); 1HNMR (400 MHz, CDCl3): δ8.74 (broad, s, 1H, NH); 7.80˜6.70 (m, 8H); 6.2 (s, 1H); 3.90 (s, 3H); 3.50˜2.60 (m, 11H).

출처