1. Progress and Plans

2. Industrial Club Meeting Agenda 4th November 2009
9:00 – 9:30 Coffee
9:30 – 9:35 Welcome and Introductions
9:35 -10:00 iPRD Update – John Blacker
Process Discussion Themes
10:00 – 11:00 More intelligent route selection - Peter Johnson, John Leonard (AZ)
11:00 – 11:45 Catalysis for sustainable products - John Blacker, Julian Smith (Pfizer)
12:00 – 14:00 Lab opening and buffet lunch with Special Guest Dr Trevor Laird
14:00 – 14:45 Where next in PAT? - Xue Wang, Alan Mason (AJM Consulting)
14:45 – 15:15 Processing difficult materials – Chris Rayner, TBA
15:15 – 15:45 Training in Process - Xiaojun Lai, Chris Rayner
15:45 – 16:00 AOB
All welcome to attend lecture
16:00 – 17:00 Dr Frank Fang, Eisai Europe Ltd

3. Outline iPRD Industrial Club Projects Publications Patents Process Lab
UoL Transformation Fund

4. Industrial Club Following-up enquiries from
AstraZeneca
Martin Jones
BromChem
Amit Mehta
GlaxoSmithKline
Steve McGhie
Piramal Healthcare
Bob Holt
Pfizer
Julian Smith
Phoenix Chemicals
Lee Proctor
Syngenta
Martin Bowden
De Dietrich SAS (QVF)
Pete Riley
Reaxa
Tom Screen
DyeCat
Richard Blackburn
AJM Consulting Services Ltd
Alan Mason
Chiral Quest
Ian Lennon
Following-up enquiries from
EsCubed, Lonza, Abbott, BMS, Merck, Scientific-Update, J-M

5. Current Projects
Immobilising catalysts for use in flow processes – TSB Funded Oct ‘09-Oct 12
PM, AJB, Paul Murray(AZ) Alan Pettman(Pfizer), Tom Screen(Reaxa), Ian Baxendale (Cambridge University)
Mild catalytic hydrogenation of carboxylate functionality with Reaxa, Piramal Healthcare
SPM, AJB, Tom Screen
Amine (de)alkylation without (de)alkylating reagents – EPSRC
Jonathan Williams(Bath University), SPM, AJB
Non-phosgene synthesis of phenylisocyanates – EPSRC AZ, GSK, Pfizer
SPM
Use of scCO2 in gas expanded liquid reactions with AstraZeneca
Andy Wells, CRR, AT, AJB,
Catalysed C-H activation with AstraZeneca
Steve Raw, SPM
Control of crystal growth and morphology – TSB Funded Jan ‘10-Jan13
XW, MH,KJR, AJB, Gerry Steele, Mark Purdie(AZ), Neil George(Syngenta), Ivan Marziano(Pfizer), Anita Coetzee(Avantium)
Morphology characterisation and control of particulate products EPSRC f-o-f, XW
Hydrothermal Synthesis of Nanomaterials Lab-Pilot plant – EPSRC, XW
Extraction of natural products from seaweed - TSB Funded
CR, RB, Bod Ayre, The Body Shop, Independent Cosmetic Advice Ltd, Higgin’s Consultancy Ltd

6. Failed Proposals IMRC project with Imperial College London:
Integrated Catalytic Processing for Healthcare Related Manufacturing
IMRC project with IPSE, Leeds: Nanomaterial manufacture
Marie-Curie funded network: Sustainable catalysis
Marie-Curie funded network: Formulation
Several EPSRC applications

7. Proposed Applications
Catalytic technology for sustainable fine chemicals - planned programme grant
A Livingstone, N Turner, J Xiao, AJB, SPM
Copper catalysed aryl ether formation - PM, SM, JB
Imines and reactions - JB
Dynamic conglomerate crystallisation - JB
Ultrasonication in dynamic crystallisation – XL,JB planned
C-H activation for C-C bond formation – SPM
Safe use of dangerous reagents in lab using continuous flow - planned EPSRC application RH, JB, AT, CR, NK, JA
Neutraceutical Process Development - planned TSB proposal
JB, (Steve Taylor) TdS, NIBF

8. Recent Publications
Selective Amine Cross-Coupling Using Iridium-Catalyzed “Borrowing Hydrogen” Methodology. Angew. Chem. Int. Ed. 2009, 48, 7375 –7378 Ourida Saidi, A. John Blacker, Mohamed M. Farah, Stephen P. Marsden, Jonathan M. J. Williams
Oxidative conversion of amines into benzoxazoles using hydrogen transfer catalysis. Tetrahedron Letters 50 (2009) 6106–6109. A. John Blacker, Mohamed M. Farah, Stephen P. Marsden, Ourida Saidi, Jonathan M. J. Williams
A Low-Waste Process To Sertraline By Diastereomeric Crystal Resolution and Waste Isomer Racemisation. Organic Process Research & Development 2009, A. John Blacker, Stuart Brown, Blandine Clique, Brian Gourlay, Catherine E. Headley, Stephen Ingham, Dougal Ritson, Thomas Screen, Matthew J. Stirling, David Taylor, Gary Thompson
Synthesis of Benzazoles by Hydrogen-Transfer Catalysis. Org. Lett. 2009, 11(9),
A. John Blacker, Mohamed M. Farah, Michael I. Hall, Stephen P. Marsden, Ourida Saidi, Jonathan M. J. Williams
A Synthesis of an Ionomycin Calcium Complex. Angew. Chem. Int. Ed. 2009, 48, 5022 –5025
Zhanghua Gao, Yingfa Li, John P. Cooksey, Thomas N. Snaddon, Stefan Schunk, Eddy M. E. Viseux, Stephen M. McAteer, Philip J. Kocienski
Morphological Population Balance for Modelling Crystal Growth in Face Directions. AIChE Journal January 2008 Vol. 54, No Cai Y. Ma, Xue Z. Wang, and Kevin J. Roberts
Crystal growth measurement using 2D and 3D imaging and the perspectives for shape control. Chemical Engineering Science 63 (2008) 1173 – Xue Z.Wang, Kevin J. Roberts, Caiyun Ma
Chiral N-heterocyclic carbene ligands for asymmetric catalytic oxindole synthesis. Chem. Commun., 2008, 4040–4042
Yi-Xia Jia, J. Mikael Hillgren, Emma L. Watson, Stephen P. Marsden and E. Peter Kundig
Comparison of the Crystal Chemistry, the Process Conditions for Crystallization and the Relative Structural Stability of Two Polymorphic Forms of NG-monomethyl-L-arginine Hydrochloride. Organic Process Research & Development 2008, 12, 860–868. S.Dharmayat, Robert.B. Hammond, C.Kilner, Xiaojun Lai, R.A. Palmer, B.S.Potter, Christopher M. Rayner, Kevin J. Roberts

9. Opportunity to Acquire Patents
Piramal offering patents FOC in return for free-back licence
CATHy catalysts + ATH process
main patent US B1 + Equivalents Granted Widely
Imine ATH process US6,509,467B1 + Equivalents Granted Widely
SCRAM catalysts and amine racemisation process
WO06/ unexamined published PCT
Tethered Cp* for immobilised catalysts
WO WO09/ unexamined published PCT
Racemisation process for producing sertraline
Unpublished PCT filing
Asymmetric process for producing diltiazem
Process for producing efavirenz
Will the industrial club support maintenance of these?
What policy on technology patents specific / process patents?
Would individual companies like to support/licence any of these?

10. ERDF Funding
£7m over 5 years to support process development of infrastructure and operation for the benefit of Yorkshire and Humber SME’s
2/3 EU funding and 1/3 University and Yorkshire Forward investment
In collaboration with IPOS at Huddersfield University :
Analytical and Physical Organic Chemistry
Prof. Mike Page, Prof. John Atherton, Dr Matt Stirling, Dr Nick Powles
Required Project Outputs
28.5 jobs created (PhD students count as jobs created)
3.5 jobs safeguarded
2 new businesses created
100 SME’s assisted (an assist is services eg consultancy, lab work, trained, membership of industry club to value £1k) (with annual profile 7,23,25,26,19)
900m2 floor space refurbished

11. Process Lab Dedicated Lab manager Mrs Susan Pollard
Highly instrumented 20+50litre reactor suite in large F/C 1 TBC End March ‘10
Zone 2 ATEX Compliant
Non GMP, but secure environment
Continuous processing equipment and PAT in large F/C 2
Plan to man facility with 1 then 2 process development chemists
iPRD PhD, Post-doc and MSc’s in main lab
High level (intellectual imput) contract research-development-manufacture
Welcome companies wanting to support their own projects (with own insurance)
Charges based on Full Economic Cost
Regional SME’s attract reduced rate under YF funding agreement

12. University Investment
Leeds University “Transformation Fund” for £1.5m over 5 years
Continued investment by the University of £1.3m over 5 years