반응 #339707

반응 방정식

2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrile

triethylamine

methanesulfonylchloride

→

N-[4-(3-Cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-methanesulfonamide

수율 68.0%

용매

THF

H2O

반응 조건

후처리

1. 1
   온도warming to room temperature overnight
2. 2
   추출extracted with ethyl acetate (3×)
3. 3
   세척The organic phase is washed with H2O and saturated NaCl
4. 4
   기타dried
5. 5
   농축concentrated
6. 6
   기타purified by flash chromatography

실험 절차

A solution of 2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (70 mg, 0.24 mmol), prepared as described in Example 1Ga, step B in THF (3 mL) is cooled to 0° C. and treated with triethylamine (0.04 mL, 0.31 mmol) and methanesulfonylchloride (0.02 mL, 0.29 mmol) and stirred, warming to room temperature overnight. The reaction mixture is then diluted with H2O and extracted with ethyl acetate (3×). The organic phase is washed with H2O and saturated NaCl, dried and concentrated and purified by flash chromatography using EtOAc/hexanes (30-50%) to afford 60 mg (68%) of N-[4-(3-Cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-methanesulfonamide as a tan solid.

출처