InsightXpress 12 Sep Anna Codina, Product Portfolio Manager, Pharma Market, BBIO// Matteo Pennestri, PM InsightXpress, BBIO
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1 Insight 12 Sep 2017 Anna Codina, Product Portfolio Manager, Pharma Market, BBIO// Matteo Pennestri, PM Insight, BBIO
2 How Fast is Fast? Transfer times in the order of minutes Mixing Acquisition Standard NMR tubes On-line > InsightMR (with batch reactor)
3 Conc (M) When do we Need to go Faster? 1. Repeating the reaction varying conditions Labour - intensive Time consuming 2. Fast Reactions (seconds) mix insert lock start Time (s) t ½ 5 s
4 Automated in-situ Monitoring Insight: move the reactor into the spectrometer!
5 Automated in-situ Monitoring The Solution for Fast Reaction Monitoring and Optimisation + + Reactor 1. Flow Unit 2. High speed delivery pumps 3. NMR system
6 Schematics AWAY FROM MAGNET (e.g. in fume hood) ON TOP OF MAGNET IN MAGNET IN MAGNET thermostatted by Reaction Express thermostatted by spectrometer W A B C RESERVOIRS S solvent flush ( n x 1ml) S A B C DELIVERY MODULE shot signal B S C A PRE-CONDITIONER (temp, magnetisation) 600 ul shot 130 msec deadtime 300 ul Flow cell waste 300 ul W variable delay (D 1 ). pluse, FID variable delay (D 2 ) cycle CONTROL SOFTWARE i) V TOT ii) velocity (ml / sec) iii) fractions A, B, and C trigger SPECTROMETER CONSOLE
7 Automated in-situ Monitoring Stop-Flow with added Flexibility unlimited shots variable conc. variable reagents temp. control fast reproducible
8 Easy Set Up 1. Remove Sample 2. Place Delivery Module 3. Insert Flow Tube
9 Insertion of the Flow Tube Assembly 3A 3B 3C
10 A example reaction that has been studied
11 Rate F F F F F B OH OH protodeboronation aq. dioxane, KOH F F F H Manual Sample Preparation In-situ stop flow monitoring 14 Kobs (rate) values X 20 data points = 280 NMR tubes ~ 1-2 weeks work shots 14 Kobs (rate) values 3 h equiv OH
12 Some experimental detail and results t ½ 1 second max. signal without pre-mag. 19 F with a 4 sec T 1 Cox, P. A.; Leach, A. G.; Campbell, A. D.; Lloyd-Jones, G. C. J. Am. Chem. Soc DOI: /jacs.6b Cox, P. A.; Reid, M.; Leach, A. G.; Campbell, A. D.; King, E. G.; Lloyd-Jones, G. C. submitted, 2016.
13 Processes Run since Apr16 TMS-CF3 desilation (THF, 21 C) Bee-venom enzyme kinetics (H2O; 37 C protodeboronation (diox. / H2O; 0-70 C) Ru-cat. hydrophosphination (C6D6, 30 C) Rh-cat transfer hydrog. (iproh, 27 C) Ar-IX2 speciation (CDCl3, CD3OD, 27 C) Ar-B(OH)2 oxidation (D2O, 27 C)
14 Features at a Glance Used when needed Simple install Low sample vol Time efficiency Variable ratios Temp. control Pre-magnetisation Precise timing Reproducible fast reactions In-situ clean seats on Sample base min a+b+c 600 ul / shot unlimited shots explore detailed kinetics quantitative triggered pulse trains stable measured vol. <150 ms dead-time solvent flush line A very fast and reproducible way to screen reaction conditions
15 Software Features Acetic Anhydride Hydrolysis in H 2 O 250 mm, 35 C AUTOMATION: Protonated solvents run unlocked Automatic solvent finding and suppression (multiple peaks) Automatic spectra referencing Preparative experiments to set-up the system (tuning, shimming, RG, calibrated shaped pulses for solvent suppression) Different Multiple 1D experiments to monitor fast reactions On-the-fly tracking On-the-fly fitting Real time profiles
16 Software Features Flow rate 1 ml/sec 450 ul (A 50%; B 50%) A: Ethyl Acetate 100mM B: KOH 1M Temp = 27 C Td = 32 d1 = 0 s, d20 =3 s d21 = 0.0 s; 1.0 s; 2.0 s T 1/2 12 s
17 Software Features Flow rate 1 ml/sec 450 ul (A 50%; B 50%) A: Ethyl Acetate 100mM B: KOH 1M Temp = 37 C Td = 32 d1 = 0 s, d20 =3 s d21 = 0.0 s; 1.0 s T 1/2 6 s
18 Software Features Flow rate 1 ml/sec 450 ul (A 50%; B 50%) A: Ethyl Acetate 100mM B: KOH 1M Temp = 57 C Td = 16 d1 = 0 s, d20 =3 s d21 = 0.0 s; 0.5 s ; 1.0 s; 1.5 s; 2.0 s T 1/2 2 s
19 Acknowledgments In-situ Fast RxM Prof. Guy Lloyd Jones Ted King Ruth Dooley Ariana Jones Dusan Uhrin Peter Neidig Mark Garvey Ian Clegg Martin Hofmann Ulrich Braumann
20 Innovation with Integrity Copyright Bruker Bruker Corporation. Corporation. All rights reserved. All rights reserved.
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