Transition Metal-Catalyzed Couplings in Process Chemistry: Case Studies From the Pharmaceutical Industry
This one-stop reference source is the first on this new and exciting technology to focus on case studies of large-scale industrial applications, presenting the information and facts that are otherwise hard to find in the current literature.
Authors from Pfizer, Merck, DSM, Novartis, Amgen, and Astra Zeneca, among others, use case studies to showcase project evolution from inception to early and late development, including commercial routes where applicable. Each case study details at least one transition metal-catalyzed cross-coupling step, with special emphasis on lessons learned from their implementation. The important issue of metal removal from the reaction mixtures to meet specifications and the different technologies available to accomplish this goal are also addressed. Finally, a small section covers novel technologies for cross-coupling with high future potential for applications on a large scale, such as metal removal on large scale, microwave and flow chemistry, as well as green chemistry.
Of great interest to chemists working in the pharmaceutical, agrochemical and fine chemical industries, but also for every synthetic chemist working in academia.
Case study with Buchwald-Hartwig amination
Case study with Suzuki coupling
Case study with Ullmann-type chemistry
use of nanocatalysts in cross-coupling reactions
Case study on Negishi and Suzuki couplings
Transition metal-catalyzed cross-coupling reactions under microwave and flow chemistry conditions
Case study on Sonogashira coupling
Case study on Tsuji-Trost allylation
Case studies on cyanation, Buchwald-Hartwig amination
Case study on Buchwald-Hartwig amination
Case study on Kumada coupling
Javier Magano was born in Madrid, Spain. He received a B.S. in organic chemistry from Complutense University in Madrid in 1987 and a M.Sc. degree in chemistry from the University of Michigan in 1990. After working for the oil industry in Spain for several years, he obtained a M.Sc. degree in rubber and polymer science at the Center for Advanced Scientific Research in Madrid. After moving back to the United States, he joined the early process chemistry group at Pfizer in 1998 in Ann Arbor, MI, where he spent nine years developing scalable processes for the preparation of drug candidates. In 2007, he moved to Groton, CT to continue his work as a process chemist and, during this period, he has also worked in the area of biologics for 1.5 years on the preparation of linkers for bioconjugation processes. Javier currently holds a position in the Chemical Technology group at Pfizer, where he is involved in the applications of high-throughput screening to transition metal-catalyzed couplings. His research interests also include the development of catalytic processes that employ non-precious metals in coupling reactions.
Joshua R. Dunetz graduated from Haverford College in 2000 with a B.A. in Chemistry after undergraduate research with Professor Karin Åkerfeldt. He received his Ph.D. in Organic Chemistry from MIT in 2005 under the guidance of Professor Rick Danheiser, and then completed postdoctoral studies with Professor William Roush at Scripps Florida. In early 2008, Joshua assumed his current position with Pfizer Chemical R&D in which he develops processes for the GMP manufacture of small molecules on gram to multikilogram scale.