Sodium Cyanide → HCID 14011696, compound

Participants

Reaction Conditions

Reaction Steps

0.55 g (11 mmol) of sodium cyanide in 15 ml of dimethylsulphoxide are added dropwise at a reaction temperature of 60° C. to a solution of 4.09 g (10 mmol) of 1,4-dihydro-2,6-dimethyl-3-methoxycarbonyl-4-(2-nitrophenyl)-5-(3-chloropropoxy)carbonyl-pyridine in 10 ml of dimethylsulphoxide. The reaction mixture is then stirred for 2.5 hours at 120° C. and is poured into 150 ml of ice water after it has cooled down. The mixture is extracted with 3×50 ml of ethyl acetate. After dehydration and concentration of the organic phases by evaporation under vacuum, 5.7 g of a brown oil are obtained. This oil is chromatographed on silica gel with dichloromethane/methanol (99:1). After concentration by evaporation under vacuum and recrystallisation of the residue from methanol, the main fraction yields 2.7 g (68%) of yellow crystals, melting point 48°-51° C.

Provenance & Evidence