Dimethyl Sulfoxide → HCID 10519066, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.313 g of 5-(4-nitrobenzoyl)-9-hydroxy-6,7,8,9-tetrahydro-5H-pyrido[3,2-b]azepine, 4 ml of CH2Cl2 and 0.75 ml of dimethylsulfoxide is chilled to -25° C. and 0.405 g of cyanuric chloride is added. The mixture is allowed to stand at -25° C. for 6.5 hours and 0.41 g of triethylamine is added. The mixture is stirred 10 minutes and poured into water. The mixture is extracted with dichloromethane and the extract washed with water, brine and dried (Na2SO4). The solvent is removed to give 0.39 g of solid. Chromatography on silica gel with ethyl acetate as solvent gives 0.17 g of crystals, m.p. 188°-190° C.

Provenance & Evidence