تفاعل #339718

معادلة التفاعل

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

ethyl chloroformate

→

[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-carbamic acid ethyl ester

المردود 55.0%

المذيبات

EtOAc

H2O

NaHCO3

ظروف التفاعل

المعالجة

1. 1
   أخرىprepared
2. 2
   أخرىis prepared at 0° C.
3. 3
   استخلاصextracted with EtOAc (2×)
4. 4
   غسيلThe organic phases are washed with H2O and saturated NaCl
5. 5
   أخرىdried
6. 6
   تركيزconcentrated

الإجراء التجريبي

A biphasic mixture of 2-(4-amino-phenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (70 mg, 0.24 mmol), prepared as described in example 1Ga step B, and ethyl chloroformate (0.03 mL, 0.29 mmol) in EtOAc (3 mL) and saturated NaHCO3 (3 mL) is prepared at 0° C. and then allowed to warm to room temperature and stirred for 24 h. The reaction is then diluted with H2O and extracted with EtOAc (2×). The organic phases are washed with H2O and saturated NaCl and then dried and concentrated. Flash chromatography (EtOAc/hexanes 20-40%) gives 48 mg (55%) of [4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-carbamic acid ethyl ester as an off-white solid.

المصدر