BR112022005473A2 - Hidrogenação enantiosseletiva melhorada de 1,2- dihidroquinolinas 4-substituídas na presença de um catalisador de irídio quiral e um aditivo - Google Patents

Hidrogenação enantiosseletiva melhorada de 1,2- dihidroquinolinas 4-substituídas na presença de um catalisador de irídio quiral e um aditivo

Info

Publication number
BR112022005473A2
BR112022005473A2 BR112022005473A BR112022005473A BR112022005473A2 BR 112022005473 A2 BR112022005473 A2 BR 112022005473A2 BR 112022005473 A BR112022005473 A BR 112022005473A BR 112022005473 A BR112022005473 A BR 112022005473A BR 112022005473 A2 BR112022005473 A2 BR 112022005473A2
Authority
BR
Brazil
Prior art keywords
substituted
dihydroquinolines
additive
enantioselective hydrogenation
iridium catalyst
Prior art date
Application number
BR112022005473A
Other languages
English (en)
Inventor
Christoph Schotes
Jacob Schneekönig
Kathrin Junge
Matthias Beller
Thomas Leischner
Weiping Liu
Original Assignee
Bayer Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer Ag filed Critical Bayer Ag
Publication of BR112022005473A2 publication Critical patent/BR112022005473A2/pt

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/04—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
    • C07D215/08—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms with acylated ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

hidrogenação enantiosseletiva melhorada de 1,2- dihidroquinolinas 4-substituídas na presença de um catalisador de irídio quiral e um aditivo. a presente invenção refere-se a um processo para a preparação de 1,2,3,4-tetrahidroquinolinas 4-substituídas opticamente ativas compreendendo a hidrogenação enantiosseletiva das 1,2-dihidroquinolinas 4-substituídas correspondentes na presença de um catalisador de ligante de irídio (p,n) quiral e um aditivo.
BR112022005473A 2019-09-25 2020-09-22 Hidrogenação enantiosseletiva melhorada de 1,2- dihidroquinolinas 4-substituídas na presença de um catalisador de irídio quiral e um aditivo BR112022005473A2 (pt)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP19199632 2019-09-25
PCT/EP2020/076373 WO2021058457A1 (en) 2019-09-25 2020-09-22 Improved enantioselective hydrogenation of 4-substituted 1,2-dihydroquinolines in presence of a chiral iridium catalyst and an additive

Publications (1)

Publication Number Publication Date
BR112022005473A2 true BR112022005473A2 (pt) 2022-06-14

Family

ID=68069589

Family Applications (1)

Application Number Title Priority Date Filing Date
BR112022005473A BR112022005473A2 (pt) 2019-09-25 2020-09-22 Hidrogenação enantiosseletiva melhorada de 1,2- dihidroquinolinas 4-substituídas na presença de um catalisador de irídio quiral e um aditivo

Country Status (10)

Country Link
US (1) US20220306583A1 (pt)
EP (1) EP4034527A1 (pt)
JP (1) JP2022549635A (pt)
KR (1) KR20220069021A (pt)
CN (1) CN114423739B (pt)
BR (1) BR112022005473A2 (pt)
IL (1) IL291566A (pt)
MX (1) MX2022003448A (pt)
TW (1) TW202126626A (pt)
WO (1) WO2021058457A1 (pt)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024041976A1 (en) 2022-08-23 2024-02-29 Bayer Aktiengesellschaft Process for distillative recovery of 1,1,1,3,3,3-hexafluoro-2-propanol (hfip) from mixtures with 4- substituted 1,2,3,4-tetrahydroquinolines

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0654464A1 (en) 1993-10-22 1995-05-24 Shell Internationale Researchmaatschappij B.V. Processes for the preparation of pesticides and intermediates
DE19831137A1 (de) * 1998-07-11 2000-01-13 Studiengesellschaft Kohle Mbh Asymmetrische katalytische Hydrierung von Olefinen
CN1194969C (zh) * 2003-05-30 2005-03-30 中国科学院大连化学物理研究所 对映选择性铱催化氢化取代芳香吡啶环和吡嗪环的方法
US7538228B2 (en) * 2003-12-17 2009-05-26 The Penn State Research Foundation Oxazoline ligands for asymmetric catalysis
CN101845016B (zh) * 2009-03-25 2012-02-01 中国科学院大连化学物理研究所 一种铱催化不对称硅氢化合成手性四氢喹啉衍生物的方法
WO2010146172A2 (en) * 2009-06-19 2010-12-23 Lek Pharmaceuticals D.D. NEW SYNTHETIC ROUTE FOR THE PREPARATION OF α-AMINO BORONIC ACID DERIVATIVES VIA SUBSTITUTED ALK-1-YNES
JP2012025735A (ja) 2010-06-24 2012-02-09 Sumitomo Chemical Co Ltd 植物病害防除組成物及び植物病害防除方法
IT1403275B1 (it) 2010-12-20 2013-10-17 Isagro Ricerca Srl Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie
US9108986B2 (en) * 2011-07-15 2015-08-18 Hamari Chemicals, Ltd. Method for producing optically active tetrahydroquinolines
DK3103789T3 (en) 2014-02-07 2019-01-28 Sumitomo Chemical Co METHOD FOR PREPARING (R) -1,1,3-TRIMETHYL-4-AMINOINDAN
US9796678B2 (en) * 2014-03-18 2017-10-24 Sumitomo Chemical Company, Limited Method for manufacturing optically active compound
AR101820A1 (es) 2014-06-25 2017-01-18 Bayer Cropscience Ag Difluorometil-indanil-carboxamidas nicotínicas
CN107540606B (zh) * 2016-06-29 2020-09-01 中国科学院大连化学物理研究所 一种铱催化的双向对映选择性合成手性四氢异喹啉的方法
MX2020010010A (es) * 2018-03-26 2020-10-14 Bayer Ag Hidrogenacion enantioselectiva de 1,2-dihidroquinolinas 4-sustituidas en presencia de un catalizador quiral de iridio.

Also Published As

Publication number Publication date
MX2022003448A (es) 2022-04-19
CN114423739B (zh) 2024-06-25
JP2022549635A (ja) 2022-11-28
EP4034527A1 (en) 2022-08-03
CN114423739A (zh) 2022-04-29
US20220306583A1 (en) 2022-09-29
KR20220069021A (ko) 2022-05-26
IL291566A (en) 2022-05-01
TW202126626A (zh) 2021-07-16
WO2021058457A1 (en) 2021-04-01

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