تفاعل #68346

معادلة التفاعل

3,4-difluorobenzylamine

1-benzyl-6-(ethoxylcarbonyl)-2-isopropyl-1H-indole-3-carboxylic acid

Compound 39

1-benzyl-6-(ethoxylcarbonyl)-2-isopropyl-1H-indole-3-carboxylic acid

EDC

→

title compound

Ethyl 1-Benzyl-3-(3,4-difluorobenzylcarbamoyl)-2-isopropyl-1H-indole-6-carboxylate

المذيبات

EtOAc

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with H2O, brine
2. 2
   تجفيفdried over Na2SO4
3. 3
   تركيزconcentrated in vacuo
4. 4
   أخرىThe residue was purified by chromatography on silica gel (0→35% EtOAc-hexanes)

الإجراء التجريبي

General Procedure E. To a solution of 1-benzyl-6-(ethoxylcarbonyl)-2-isopropyl-1H-indole-3-carboxylic acid (Compound 39, 1.00 g, 2.74 mmol) in CH2Cl2 (10 ml) was added EDC (1.04 g, 5.84 mmol) and DMAP (500 mg, 4.11 mmol), followed by 3,4-difluorobenzylamine (589 mg, 4.11 mmol). The reaction was stirred at room temperature for 12 h, diluted with EtOAc, washed with H2O, brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by chromatography on silica gel (0→35% EtOAc-hexanes) to yield the title compound as a yellow solid.

المصدر