CR20220158A - Procedimiento fotoquímico para la preparación de (4r,4s)–4–(4–ciano–2–metoxifenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxamida - Google Patents

Procedimiento fotoquímico para la preparación de (4r,4s)–4–(4–ciano–2–metoxifenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxamida

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Publication number
CR20220158A
CR20220158A CR20220158A CR20220158A CR20220158A CR 20220158 A CR20220158 A CR 20220158A CR 20220158 A CR20220158 A CR 20220158A CR 20220158 A CR20220158 A CR 20220158A CR 20220158 A CR20220158 A CR 20220158A
Authority
CR
Costa Rica
Prior art keywords
naphthyridin
carboxamide
methoxyphenyl
dihydro
ethoxy
Prior art date
Application number
CR20220158A
Other languages
English (en)
Inventor
Kai Lovis
Johannes Platzek
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 CR20220158A publication Critical patent/CR20220158A/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/4375—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B55/00—Racemisation; Complete or partial inversion
    • 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)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La invención se refiere a un procedimiento para preparar (4R,4S)–4–(4–ciano–2–metoxifenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxamida racémica de la fórmula (I) a partir de los enantiómeros (Ia) o (Ib); a un procedimiento para preparar (4S)–4–(4–ciano–2–metoxifenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxamida de la fórmula (Ia); a un procedimiento para preparar (4R,4S)–4–(4–ciano–2–metoxifenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxamida racémica de la fórmula (I) a partir de la piridina de la fórmula (II). Los objetos de la invención tiene en común la irradiación del compuesto de las fórmulas (Ia), (Ib) y/o (II) con luz en un disolvente apropiado, o mezcla de disolventes, en presencia de una base. Los compuestos de las fórmulas (Ia), (Ib) y/o (II) son productos intermedios, subproductos o compuestos meta en la síntesis de la finerenona (compuesto según la fórmula (Ia)).
CR20220158A 2019-10-17 2020-10-12 Procedimiento fotoquímico para la preparación de (4r,4s)–4–(4–ciano–2–metoxifenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxamida CR20220158A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP19203824 2019-10-17
PCT/EP2020/078614 WO2021074079A1 (de) 2019-10-17 2020-10-12 Photochemisches verfahren zur herstellung von (4r, 4s)- 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carbox-amid

Publications (1)

Publication Number Publication Date
CR20220158A true CR20220158A (es) 2022-06-15

Family

ID=68281312

Family Applications (1)

Application Number Title Priority Date Filing Date
CR20220158A CR20220158A (es) 2019-10-17 2020-10-12 Procedimiento fotoquímico para la preparación de (4r,4s)–4–(4–ciano–2–metoxifenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxamida

Country Status (15)

Country Link
US (1) US20240150357A1 (es)
EP (1) EP4045502A1 (es)
JP (1) JP2022553224A (es)
KR (1) KR20220084104A (es)
CN (1) CN114555598B (es)
AU (1) AU2020365351A1 (es)
BR (1) BR112022005899A2 (es)
CA (1) CA3158167A1 (es)
CO (1) CO2022004463A2 (es)
CR (1) CR20220158A (es)
IL (1) IL292191A (es)
JO (1) JOP20220090A1 (es)
MX (1) MX2022004466A (es)
PE (1) PE20221420A1 (es)
WO (1) WO2021074079A1 (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114524812A (zh) * 2022-03-18 2022-05-24 湖南凯铂生物药业有限公司 1,4-二氢-1,6-萘啶化合物的晶型制备以及合成方法
WO2024022481A1 (zh) * 2022-07-29 2024-02-01 苏中药业集团股份有限公司 苯基取代的二氢萘啶类化合物及其制备与用途
CN115583866A (zh) * 2022-08-30 2023-01-10 上海厚博生物科技有限公司 一种用非奈利酮对映体制备非奈利酮的方法
CN117986250A (zh) * 2022-11-04 2024-05-07 南京威凯尔生物医药科技有限公司 通过非对映酒石酸酯拆分外消旋体制备非奈利酮的方法
WO2024147053A1 (en) * 2023-01-03 2024-07-11 Optimus Drugs Pvt Ltd Improved process for the preparation of finerenone

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102007009494A1 (de) * 2007-02-27 2008-08-28 Bayer Healthcare Ag Substituierte 4-Aryl-1, 4-dihydro-1,6-naphthyridinamide und ihre Verwendung
GB201317609D0 (en) * 2013-10-04 2013-11-20 Cancer Rec Tech Ltd Inhibitor compounds
AU2015295376C1 (en) * 2014-08-01 2020-07-16 Bayer Pharma Aktiengesellschaft Method for the preparation of (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1-6-naphthyridine-3-carbox-amide and the purification thereof for use as an active pharmaceutical ingredient
CN108473488A (zh) * 2015-08-21 2018-08-31 拜耳制药股份公司 (4s)-和(4r)-4-(4-氰基-2-甲氧基苯基)-5-乙氧基-2,8-二甲基-1,4-二氢-1,6-萘啶-3-甲酰胺的代谢物的制备方法及其用途
PE20180555A1 (es) * 2015-08-21 2018-04-02 Bayer Pharma AG Procedimiento para la preparacion de (4s)-4-(4-ciano-2-metoxifenilo)-5-etoxi-2,8-dimetil-1,4-dihidro-1,6-naftiridina-3-carboxamida y para la recuperacion de (4s)-4-(4-ciano-2-metoxifenilo)-5-etoxi-2,8-dimetil-1,4-dihidro-1,6-naftiridina-3-carboxamida por medio de metodos electroquimicos

Also Published As

Publication number Publication date
WO2021074079A1 (de) 2021-04-22
PE20221420A1 (es) 2022-09-20
CN114555598A (zh) 2022-05-27
IL292191A (en) 2022-06-01
JP2022553224A (ja) 2022-12-22
AU2020365351A1 (en) 2022-05-12
BR112022005899A2 (pt) 2022-06-28
CO2022004463A2 (es) 2022-04-29
CN114555598B (zh) 2024-06-07
CA3158167A1 (en) 2021-04-22
EP4045502A1 (de) 2022-08-24
MX2022004466A (es) 2022-05-03
KR20220084104A (ko) 2022-06-21
JOP20220090A1 (ar) 2023-01-30
US20240150357A1 (en) 2024-05-09

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