Organic Process Research & Development 1997, 1, 311−314
Removal of Palladium from Organic Reaction Mixtures by Trimercaptotriazine Victor W. Rosso,† David A. Lust,† Peter J. Bernot,† John A. Grosso,† Sandeep P. Modi,† Andrew Rusowicz,† Thomas C. Sedergran,†,‡ James H. Simpson,† Sushil K. Srivastava,† Michael J. Humora,*,§ and Neal G. Anderson*,†,∇ Chemical Process Technology and Chemical Process Research, Pharmaceutical Research Institute, Bristol-Myers Squibb, P.O. Box 191, New Brunswick, New Jersey 08903-0191
Abstract: In an effort to remove residual palladium from a drug candidate prepared by palladium-catalyzed indolization, many treatments were examined. The most effective treatment was to precipitate palladium from solution using 2,4,6-trimercapto-s-triazine (TMT), which reduced palladium levels from 600-650 ppm to 20-60 ppm in an isolated indole intermediate. Subsequent crystallizations routinely afforded active pharmaceutical ingredient with
