Dimethyl Sulfoxide → HCID 68831674, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 107 μl dimethylsulphoxide in 0.5 ml methylene chloride is added dropwise to 64 μl oxalyl chloride in 2 ml methylene chloride with stirring at −60° C. After five minutes a solution of 345 mg of 1-(2-hydroxy-3-phenoxy-propyl)-3-methyl-7-(2-butyn-1-yl)-8-[3-(tert.-butyloxycarbonylamino)-piperidin-1-yl]-xanthine in 1.5 ml methylene chloride is added dropwise and after another 15 minutes 0.42 ml of triethylamine are added. Then the cooling bath is removed and the reaction mixture is allowed to warm up to ambient temperature. For working up it is diluted with methylene chloride and washed with water. The organic phase is dried over magnesium sulphate, evaporated down and chromatographed through a silica gel column with cyclohexane/ethyl acetate (4:1 to 1:1) as eluant.

Provenance & Evidence