Morpholine → HCID 15106965, compound

Participants

Reaction Steps

To a solution of 1 g of 3-[4-(2-chlorophenyl)-6-ethyl-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2-yl]propionic acid in 15 ml of dimethylformamide are added 0.4 g of N-hydroxybenzotriazole and 0.23 ml of morpholine and stirred at room temperature for 10 minutes. To the mixture is added 0.6 g of dicyclohexyl carbodiimide under ice-cooling and stirred for 1 hour and furthermore stirred at room temperature for 18 hours. The resulting dicyclohexylurea is filtered off and to the filtrate is added 100 ml of chloroform. The solution is washed with 5% aqueous sodium hydrogencarbonate solution and water and dried over anhydrous magnesium sulfate. After separating by filtration, the filtrate is concentrated under reduced pressure and the residue is crystallized from isopropyl ether. The precipitated crystals are collected by filtration and recrystallized from a mixture of isopropyl ether-ethyl acetate (1:1) to give 0.8 g of 3-[4-(2-chlorophenyl)-6 -ethyl-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo-[4,3-a][1,4]diazepin-2-yl]propionic acid morpholide as colorless crystals, melting at 145°-147° C.

Provenance & Evidence