ACS National Meeting Boston 2010

Recent Advances in Organic SynthesisUsing Real-Time in situ FTIRDominique HebraultSr. Technology & Application ConsultantBoston, August 22, 2010Presentation Outline Introduction ReactIRTM Micro Flow Cell for Flow Chemistry Kinetic Investigation of a Pd-Catalyzed Cross-Coupling Reaction ConclusionsAddressing Today’s Challenges…Early Phase DevelopmentDesign and Process Scale-up and DevelopmentManufacturing Develop Compounds Develop a Process Establish Scalable Parameters Provide Material Safe Reduce Batch Failures Establish Route Robust Reduce Cycle Time2…With Cutting-Edge Research Technologies Characterize Particles Analyze Reaction Chemistry Expand Productivity Data Capture and UnderstandingRecent Publications and CollaborationsMid-IR Real-time Reaction Analysis Mid-IR Real-time Reaction Analysis In-situ reaction resultsceansorbAbTime ConcIRTTM live Peak height profiling Quantitative modelComponent SpectraComponent Profilesnioe ratncentor orbaoncce AbsivelatRTimePresentation Outline Introduction ReactIRTM Flow Cell for Continuous Processing Technologies Kinetic Investigation of a Pd-Catalyzed Cross-Coupling Reaction ConclusionsReference: Chemistry Today, 2009, Copyright Teknoscienze Publications, used by permission IntroductionCAMBRIDGE UNIVERSITYChemical LaboratoriesContinuous flow chemistry – Advantages•Easier to precisely control reaction parameters, particularly temperature and mixing•Increased safety when dealing with hazardous reaction intermediates as only small amounts are generated at any one time•Improved reaction profile•In-line purification•High degrees of automation possible •Possibility of telescoping several steps[1] I. R. Baxendale, J. J. Hayward, S. Lanners, S. V. Ley and C. D. Smith, in Microreactors in Organic Synthesis and Catalysis, ed. T. Wirth, Wiley-VCH, Weinheim, 2008, ch. 4.2, pp. 84–1228MT ReactIRTM flow cell – technical detailsCAMBRIDGE UNIVERSITYChemical LaboratoriesMT ReactIRTM flow cell•Body: ReactIRTM 45m, fitted with a Mercury Cadmium Telluride (MCT) detector•Flow cell: Attenuated Total Reflectance (ATR) diamond or silicon sensor•Full infrared spectral region from 650 to 4000 cm 1•Removable head (easy to be cleaned) •Head can be heated to 60 ºC and can stand pressures up to 30 bar•¼-28 OmniFit connections for easy connection to continuous chemistry platforms•iC IR 4.0 software for system operation and data analysis 9