USE OF FLUORINE-CONTAINING STATIONARY PHASES FOR THE SEPARATION OF ANALKYL BROMIDE FROM ITS HYDROCARBON ANALOG BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY

Radiolabelled Sch 13835, an inhibitor of platelet derived growth facto r, was prepared by catalytic hydrogenolysis of a benzyl bromide precur sor with tritium gas. Regular and deactivated reversed-phase HPLC stat ionary phases gave poor peak shapes and little resolution of Sch 13835 and the benzyl bromide precursor. Fluorodecyl and fluoroether station ary phases in the analytical reversed-phase mode gave baseline separat ion using organic-aqueous (no buffers) mobile phases. Elution orders w ere reversed on either phase by a change in the organic component from methanol to acetonitrile. The product is unstable in aqueous (or othe r protic) solvents, forming a ring-opened acid. Conditions were develo ped to successfully purify the compound by reversed-phase HPLC with mi nimal decomposition. A second analytical HPLC assay was developed usin g normal-phase solvents on a fluoroether stationary phase.