تفاعل #339710

معادلة التفاعل

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

triethylamine

acetyl chloride

→

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

المردود 71.2%

المذيبات

THF

H2O

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwarming to room temperature overnight
2. 2
   استخلاصextracted with ethyl acetate (3×)
3. 3
   غسيلThe organic phase is washed with H2O and saturated NaCl
4. 4
   أخرىdried
5. 5
   تركيزconcentrated
6. 6
   أخرىpurified by flash chromatography

الإجراء التجريبي

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 acetyl chloride (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 57 mg (71%) of N-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]acetamide as a tan solid.

المصدر