Flow Synthesis in Hot Water: Synthesis of the Atypical Antipsychotic Iloperidone

被引:14
作者
Hartwig, Jan [1 ,2 ]
Kirschning, Andreas [1 ,2 ]
机构
[1] Leibniz Univ Hannover, Inst Organ Chem, Schneiderberg 1B, D-30167 Hannover, Germany
[2] Leibniz Univ Hannover, Biomol Wirkstoffzentrum BMWZ, Schneiderberg 1B, D-30167 Hannover, Germany
关键词
flow synthesis; high temperature; industrial chemistry; synthetic methods; medicinal chemistry; FLASH VACUUM PYROLYSIS; SUPERCRITICAL WATER; ORGANIC-SYNTHESIS; CHEMISTRY; OPPORTUNITIES; YLIDES; ACID;
D O I
10.1002/chem.201504409
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Inductively heated steel reactors continuously perform organic transformations in water under high temperature conditions, utilizing the unique physiochemical properties of water at subcritical conditions. We demonstrated the power of this set-up in the continuous synthesis of the atypical antipsychotic drug iloperidone, in which we performed four out of five steps under aqueous conditions.
引用
收藏
页码:3044 / 3052
页数:9
相关论文
共 56 条
[1]  
Aitken RA, 1997, LIEBIGS ANN-RECL, P779
[2]  
[Anonymous], 1999, CHEM SYNTHESIS USING
[3]   REACTIVE NITROGENOUS MOLECULES FROM MELDRUMS ACID-DERIVATIVES, PYRROLE-2,3-DIONES, AND ISOXAZOLONES [J].
BRIEHL, H ;
LUKOSCH, A ;
WENTRUP, C .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (15) :2772-2779
[4]   Flash vacuum pyrolysis of methoxy-substituted lignin model compounds [J].
Britt, PF ;
Buchanan, AC ;
Cooney, MJ ;
Martineau, DR .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (05) :1376-1389
[5]   Flow Chemistry: Intelligent Processing of Gas-Liquid Transformations Using a Tube-in-Tube Reactor [J].
Brzozowski, Martin ;
O'Brien, Matthew ;
Ley, Steven V. ;
Polyzos, Anastasios .
ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (02) :349-362
[6]   Laboratory-scale synthesis of Nitriles by catalysed dehydration of Amides and Oximes under flash vacuum pyrolysis (FVP) conditions [J].
Campbell, Jacqueline A. ;
McDougald, Graham ;
Mcnab, Hamish ;
Rees, Lovat V. C. ;
Tyas, Richard G. .
SYNTHESIS-STUTTGART, 2007, (20) :3179-3184
[7]   Inductive Heating for Organic Synthesis by Using Functionalized Magnetic Nanoparticles Inside Microreactors [J].
Ceylan, Sascha ;
Friese, Carsten ;
Lammel, Christian ;
Mazac, Karel ;
Kirschning, Andreas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (46) :8950-8953
[8]   Inductive Heating with Magnetic Materials inside Flow Reactors [J].
Ceylan, Sascha ;
Coutable, Ludovic ;
Wegner, Jens ;
Kirschning, Andreas .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (06) :1884-1893
[9]   Chemical Synthesis with Inductively Heated Copper Flow Reactors [J].
Ceylan, Sascha ;
Klande, Tobias ;
Vogt, Carla ;
Friese, Carsten ;
Kirschning, Andreas .
SYNLETT, 2010, (13) :2009-2013
[10]   Oxidations of Allylic and Benzylic Alcohols under Inductively-Heated Flow Conditions with Gold-Doped Superparamagnetic Nanostructured Particles as Catalyst and Oxygen as Oxidant [J].
Chaudhuri, Sangeeta Roy ;
Hartwig, Jan ;
Kupracz, Lukas ;
Kodanek, Torben ;
Wegner, Jens ;
Kirschning, Andreas .
ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (17) :3530-3538