Volume 14; Issue 4

Organic Process Research & Development

Volume 14; Issue 4

1

Development of a Kilogram-Scale Asymmetric Synthesis of a Potent DP Receptor Antagonist

Tudge, Matthew, Savarin, Cecile G., DiFelice, Katherine, Maligres, Peter, Humphrey, Guy, Reamer, Bob, Tellers, David M., Hughes, Dave

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 909 KB

english, 2010

2

An Efficient Method for Removal of Residual Palladium from Organic Solution of Faropenem Sodium in the Pd(II)-Catalyzed Cleavage of Allyl Faropenem

Huang, Jian-Ping, Chen, Xu-Xiang, Gu, Shuang-Xi, Zhao, Lei, Chen, Wen-Xue, Chen, Fen-Er

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 100 KB

english, 2010

3

Selection and Development of the Manufacturing Route for EP1 Antagonist GSK269984B

Whiting, Matthew, Harwood, Kathy, Hossner, Frank, Turner, Peter G., Wilkinson, Mark C.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 1.11 MB

english, 2010

4

A Commercial Continuous Flow Microwave Reactor Evaluated for Scale-Up

Bergamelli, Fabio, Iannelli, Mauro, Marafie, Jameel A., Moseley, Jonathan D.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 3.86 MB

english, 2010

5

A Systematic Method Development Strategy for Determination of Pharmaceutical Genotoxic Impurities

Sun, Mingjiang, Liu, David Q., Kord, Alireza S.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 319 KB

english, 2010

6

Control of Genotoxic Impurities in Active Pharmaceutical Ingredients: A Review and Perspective

Robinson, Derek I.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 539 KB

english, 2010

7

Genotoxic Impurities: From Structural Alerts to Qualification

Snodin, David J.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 578 KB

english, 2010

8

A Scalable Synthesis of a 1,7-Naphthyridine Derivative, a PDE-4 Inhibitor

Jiang, Xinglong, Lee, George T., Villhauer, Edwin B., Prasad, Kapa, Prashad, Mahavir

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 446 KB

english, 2010

9

Formation of ( S )-5-Cyclohexyl-5-phenyl-1,3-dioxolane-2,4-dione: A Key Intermediate in the Synthesis of ( S )-Oxybutynin Hydrochloride †

Vandenbossche, Charles P., de Croos, Philomen, Singh, Surendra P., Bakale, Roger P., Wagler, Thomas R.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 267 KB

english, 2010

10

Shortcut to Selectivity: Make Them All and Let Preparative Chromatography Sort it Out

Welch, Christopher J., Henderson, Derek W., Pipik, Brenda, Shaimi, Mohamed, Schenk, David, Conlon, Dave

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 186 KB

english, 2010

11

Is there a Future for Organic Chemists in the Pharmaceutical Industry outside China and India?

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 31 KB

english, 2010

12

Scaling Up Attrition-Enhanced Deracemization by Use of an Industrial Bead Mill in a Route to Clopidogrel (Plavix)

Noorduin, W. L., van der Asdonk, P., Bode, A. A. C., Meekes, H., van Enckevort, W. J. P., Vlieg, E., Kaptein, B., van der Meijden, M. W., Kellogg, R. M., Deroover, G.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 837 KB

english, 2010

13

A Tool for the Semiquantitative Assessment of Potentially Genotoxic Impurity (PGI) Carryover into API Using Physicochemical Parameters and Process Conditions

Teasdale, Andrew, Fenner, Simon, Ray, Andrew, Ford, Agnes, Phillips, Andrew

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 118 KB

english, 2010

14

Prediction of Drug Degradation Pathways leading to Structural Alerts for Potential Genotoxic Impurities

Raillard, Stephen P., Bercu, Joel, Baertschi, Steven W., Riley, Christopher M.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 431 KB

english, 2010

15

Process Development and Large-Scale Synthesis of a c-Met Kinase Inhibitor

Stewart, Gavin W., Brands, Karel M. J., Brewer, Sarah E., Cowden, Cameron J., Davies, Antony J., Edwards, John S., Gibson, Andrew W., Hamilton, Simon E., Katz, Jason D., Keen, Stephen P., Mullens, Pet

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 505 KB

english, 2010

16

Development of a Pilot-Plant-Scale Synthesis of an Alkylated Dihydrobenzothiadiazole S , S -Dioxide: Incorporation of a Late-Stage Mitsunobu Reaction †

Connolly, Terrence J., Auguscinski, Waldemar, Fung, Peter, Galante, Rocco, Liu, Weiguo, McGovern, Linda, Sebastian, Alice, Shen, Xiaole, Shi, Xinxu, Wilk, Boguslawa, Varsalona, Richard, Zhong, Huijuan

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 414 KB

english, 2010

17

Highly Diastereoselective Hydrogenation of Imines by a Bimetallic Pd−Cu Heterogeneous Catalyst

Müslehiddinoğlu, Jale, Li, Jun, Tummala, Srinivas, Deshpande, Rajendra

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 236 KB

english, 2010

18

Development of a New Synthesis for the Large-Scale Preparation of Triple Reuptake Inhibitor (−)-GSK1360707

Elitzin, Vassil I., Harvey, Kimberly A., Kim, Hyunjung, Salmons, Matthew, Sharp, Matthew J., Tabet, Elie A., Toczko, Matthew A.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 288 KB

english, 2010

19

Investigation into the Formation of the Genotoxic Impurity Ethyl Besylate in the Final Step Manufacturing Process of UK-369,003-26, a Novel PDE5 Inhibitor

Hajikarimian, Yousef, Yeo, Steve, Ryan, Robert W., Levett, Philip, Stoneley, Christopher, Singh, Paul

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 327 KB

english, 2010

20

Efficient Synthesis of Imidazoles from Aldehydes and 1,2-Diketones under Superheating Conditions by Using a Continuous Flow Microreactor System under Pressure

Kong, Lingjie, Lv, Xiaoming, Lin, Qi, Liu, Xiaofeng, Zhou, Yaming, Jia, Yu

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 298 KB

english, 2010

21

Risk Assessment of Genotoxic Impurities in Marketed Compounds Administered over a Short-Term Duration: Applications to Oncology Products and Implications for Impurity Control Limits

Callis, Courtney M., Bercu, Joel P., DeVries, Keith M., Dow, Linda K., Robbins, David K., Varie, David L.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 853 KB

english, 2010

22

Risk Assessment of Potentially Genotoxic Impurities within the Framework of Quality by Design

Looker, Adam R., Ryan, Michael P., Neubert-Langille, Bobbianna J., Naji, Redouan

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 1.83 MB

english, 2010

23

Green Chemistry Articles of Interest to the Pharmaceutical Industry

Andrews, Ian, Cui, Jian, Dudin, Leo, Dunn, Peter, Hayler, John, Hinkley, Bill, Hughes, David, Kaptein, Bernard, Lorenz, Kurt, Mathew, Suju, Rammeloo, Thomas, Wang, Lijun, Wells, Andrew, White, Timothy

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 551 KB

english, 2010

24

Application of the QbD Principles in the Development of the Casopitant Mesylate Manufacturing Process. Process Research Studies for the Definition of the Control Strategy of some Drug Substance-CQAs for Stages 2a, 2b, and 2c

Cimarosti, Zadeo, Bravo, Fernando, Castoldi, Damiano, Tinazzi, Francesco, Provera, Stefano, Perboni, Alcide, Papini, Damiano, Westerduin, Pieter

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 349 KB

english, 2010

25

Large-Scale Polycondensation of Lactic Acid Using Microwave Batch Reactors

Nakamura, Takashi, Nagahata, Ritsuko, Kunii, Katsuyuki, Soga, Hirohumi, Sugimoto, Shoji, Takeuchi, Kazuhiko

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 2.10 MB

english, 2010

26

Borrowing Hydrogen in Water and Ionic Liquids: Iridium-Catalyzed Alkylation of Amines with Alcohols

Saidi, Ourida, Blacker, A. John, Lamb, Gareth W., Marsden, Stephen P., Taylor, James E., Williams, Jonathan M. J.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 366 KB

english, 2010

27

Total Synthesis of Hematoporphyrin and Protoporphyrin: A Conceptually New Approach

Martin, Pierre, Mueller, Markus, Flubacher, Dietmar, Boudier, Andreas, Blaser, Hans-Ulrich, Spielvogel, Dirk

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 286 KB

english, 2010

28

First Scale-Up Synthesis of FU-23, a Novel Water-Soluble Pleuromutilin-Derived Antibiotic

Fu, Liqiang, Liu, Xin, Cheng, Jianjun, He, Huili, Cai, Zhan, Guo, Xingsheng, Ding, Shi, Yang, Yushe

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 249 KB

english, 2010

29

Removal of Electrophilic Potential Genotoxic Impurities Using Nucleophilic Reactive Resins

Lee, Claire, Helmy, Roy, Strulson, Christopher, Plewa, Jolanta, Kolodziej, Elizabeth, Antonucci, Vincent, Mao, Bing, Welch, Christopher J., Ge, Zhihong, Al-Sayah, Mohammad A.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 1.22 MB

english, 2010

30

A Detailed Study of Sulfonate Ester Formation and Solvolysis Reaction Rates and Application toward Establishing Sulfonate Ester Control in Pharmaceutical Manufacturing Processes

Teasdale, Andrew, Delaney, Edward J., Eyley, Stephen C., Jacq, Karine, Taylor-Worth, Karen, Lipczynski, Andrew, Hoffmann, Wilfried, Reif, Van, Elder, David P., Facchine, Kevin L., Golec, Simon, Schult

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 835 KB

english, 2010

31

Process Research and Development of a MTP Inhibitor: Another Case of Disappearing Polymorphs upon Scale-up

Prashad, Mahavir, Sutton, Paul, Wu, Raeann, Hu, Bin, Vivelo, James, Carosi, Joseph, Kapa, Prasad, Liang, Jessica

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 1.15 MB

english, 2010

32

Improved Process for the Preparation of 1-Benzhydrylazetidin-3-ol: Development of an Efficient Synthesis and Identification of Process-related Impurities and/or Intermediates

Reddy, V. V. R. M. Krishna, Babu, K. Kishore, Ganesh, A., Srinivasulu, P., Madhusudhan, G., Mukkanti, K.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 291 KB

english, 2010

33

Is there a Real Case for Cumulative Control of Structurally Related Genotoxic Impurities?

Elder, David P., Harvey, James S.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 107 KB

english, 2010

34

Review of U.S. Patents in the Field of Organic Process Development Published During February and March 2010

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 1.16 MB

english, 2010

35

Special Feature Section: Potential Genotoxic Impurities

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 28 KB

english, 2010

36

Some Items of Interest to Process R&D Chemists and Engineers

McLaughlin, Mark, García Rubio, Silvina, Wilson, Ian, Zhao, Wenyi, Laird, Trevor, Zlota, Andrei

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 637 KB

english, 2010

37

The Synthesis of GV143253A: A Case Study for the Use of Analytical and Statistical Tools to Elucidate the Reaction Mechanism and to Optimize the Process

Guercio, Giuseppe, Perboni, Alcide, Tinazzi, Francesco, Rovatti, Luca, Provera, Stefano

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 2.21 MB

english, 2010

38

Identification of a Manufacturing Route of Novel CRF-1 Antagonists Containing a 2,3-Dihydro-1 H -pyrrolo[2,3- b ]pyridine Moiety

Ribecai, Arianna, Bacchi, Sergio, Delpogetto, Monica, Guelfi, Simone, Manzo, Angelo Maria, Perboni, Alcide, Stabile, Paolo, Westerduin, Pieter, Hourdin, Marie, Rossi, Sara, Provera, Stefano, Turco, Lu

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 483 KB

english, 2010

39

An Improved Process for the Synthesis of 5-Bromo-3-(1-methylpiperidin-4-yl)-1 H -indole: A Key Intermediate in the Synthesis of Naratriptan Hydrochloride

Shashikumar, Nellisara D., Krishnamurthy, Ganga Naika, Rao K, Sundara Raj, Shridhara, Kanakamajalu, Naik, Halehatti S. Bhojya, Nagarajan, Kuppuswamy

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 184 KB

english, 2010

40

A New and Efficient Synthesis of 6-[(5 S ,9 R )-9-(4-Cyanophenyl)-3-(3,5-dichlorophenyl)-1-methyl-2,4-dioxo-1,3,7-triazaspiro[4.4]non-7-yl]nicotinic Acid, a Potent LFA-1/ICAM Inhibitor

Zhang, Huiping, Watterson, Scott H., Xiao, Zili, Dhar, T. G. Murali, Balasubramanian, Balu, Barrish, Joel C., Chen, Bang-Chi

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 262 KB

english, 2010

41

Application of Quality by Design Principles to Support Development of a Control Strategy for the Control of Genotoxic Impurities in the Manufacturing Process of a Drug Substance

Cimarosti, Zadeo, Bravo, Fernando, Stonestreet, Paul, Tinazzi, Francesco, Vecchi, Orsola, Camurri, Giulio

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 492 KB

english, 2010

42

Development of a Control Strategy for a Defluorinated Analogue in the Manufacturing Process of Casopitant Mesylate

Bravo, Fernando, Cimarosti, Zadeo, Tinazzi, Francesco, Castoldi, Damiano, Stonestreet, Paul, Galgano, Annalisa, Westerduin, Pieter

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 550 KB

english, 2010

43

Development of an Efficient Large-Scale Synthesis for a 4 H -imidazo[5,1- c ][1,4]benzoxazine-3-carboxamide Derivative for Depression and Anxiety

Giubellina, Nicola, Stabile, Paolo, Laval, Gilles, Perboni, Alcide D., Cimarosti, Zadeo, Westerduin, Pieter, Cooke, Jason W. B.

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 3.76 MB

english, 2010

44

Monitoring and Control of Genotoxic Impurity Acetamide in the Synthesis of Zaurategrast Sulfate

Schülé, Arnaud, Ates, Célal, Palacio, Magali, Stofferis, Jimmy, Delatinne, Jean-Pierre, Martin, Bruno, Lloyd, Steven

Journal:

Organic Process Research & Development

Year:

2010

Language:

english

File:

PDF, 361 KB

english, 2010

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