تفاعل #3021

معادلة التفاعل

[(cyclohexylmethyl)(2,6-dimethoxy-4-methylphenyl)carbamoyl]methylamine hydrochloride

compound 113

[(cyclohexylmethyl)(2,6-dimethoxy-4-methylphenyl)carbamoyl]methylamine hydrochloride

dimethylformamide

BOP

triethylamine

water

→

3-{2-[[(cyclohexylmethyl)(2,6-dimethoxy-4-methylphenyl)carbamoyl]methylcarbamoyl]-1-indolyl}propionitrile

المردود 91.0%

المذيبات

1-(2-cyanoethyl)-2-indolecarboxylic acid

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe aqueous phase is extracted with ethyl acetate
2. 2
   تجفيفThe organic extracts are dried over anhydrous sodium sulphate
3. 3
   أخرىevaporated to dryness
4. 4
   أخرىThe residue is purified by flash chromatography on a column of silica gel, eluent

الإجراء التجريبي

1.5 g of [(cyclohexylmethyl)(2,6-dimethoxy-4-methylphenyl)carbamoyl]methylamine hydrochloride (compound 113) are dissolved in 10 ml of dimethylformamide and 0.918 g of 1-(2-cyanoethyl)-2-indolecarboxylic acid, 1.95 g of BOP and then, dropwise, 1.28 g of triethylamine are then successively added. The reaction mixture is left at room temperature for 3 hours, is then poured into cold water and the aqueous phase is extracted with ethyl acetate. The organic extracts are dried over anhydrous sodium sulphate and evaporated to dryness. The residue is purified by flash chromatography on a column of silica gel, eluent: dichloromethane/methanol 98/2 (v/v) in order to obtain 3-{2-[[(cyclohexylmethyl)(2,6-dimethoxy-4-methylphenyl)carbamoyl]methylcarbamoyl]-1-indolyl}propionitrile in the form of a pasty foam; Yield: 91%.

المصدر