In situ chemical tagging: Tetrafluorophthalic anhydride as a 'Sequestration Enabling Reagent' (SER) in the purification of solution-phase combinatorial libraries

Article abstract of DOI:10.1016/S0040-4039(97)10139-3

A specific example of a Sequestration Enabling Reagent (SER), tetrafluorophthalic anhydride, is used in the purification of solution-phase reactions involving amines with electrophiles. The SER is added to an incomplete reaction mixture containing product, amine, and electrophile. The SER covalently reacts with remaining amine, affording a derivatized amine with an artificially-imparted acid tag. This 'tagged' amine is now sequesterable by the same CMR/R polyamine resin used to sequester the electrophile and both are easily removed from the reaction mixture affording pure product.