Potassium Iodide → HCID 19860987, compound

Participants

Reaction Steps

98 mg (0.31 mmole) 1,2,3,6-tetrahydro-4-(2-hydroxyphenyl)-3-oxopyrrolo[3,4-c]carbazole (Example 5) are heated under reflux for 72 hours with 80 mg (0.66 mmole) 3-dimethylaminopropyl chloride, 91 mg (0.66 mmole) potassium carbonate and a spatula tip of potassium iodide in 25 ml acetone. After cooling, it is evaporated and the residue partitioned between water and ethyl acetate. The organic phase is separated off, dried over sodium sulphate, and the residue obtained after evaporation chromatographed on silica gel with NH3 -saturated dichloromethane/methanol 9:1. The fraction with the Rf of 0.6 is isolated, dissolved in an ether/ethyl acetate mixture, and the dihydrochloride precipitated with hydrogen chloride in ether. One obtains 4-[2-(3-dimethylaminopropoxy)phenyl]-6-(3-dimethylaminopropyl)-1,2,3,6-tetrahydro-3-oxopyrrolo[3,4-c]carbazole dihydrochloride in the form of beige crystals which decompose above 170° C.

Provenance & Evidence