CR20220157A - Procedimiento para preparar (4s)–4–(4–ciano–2–metoxi–fenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxilato de 2–cianoetilo mediante separación de racematos utilizando ésteres diastereoméricos de ácido tartárico - Google Patents

Procedimiento para preparar (4s)–4–(4–ciano–2–metoxi–fenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxilato de 2–cianoetilo mediante separación de racematos utilizando ésteres diastereoméricos de ácido tartárico

Info

Publication number
CR20220157A
CR20220157A CR20220157A CR20220157A CR20220157A CR 20220157 A CR20220157 A CR 20220157A CR 20220157 A CR20220157 A CR 20220157A CR 20220157 A CR20220157 A CR 20220157A CR 20220157 A CR20220157 A CR 20220157A
Authority
CR
Costa Rica
Prior art keywords
tartaric acid
naphthyridine
cyanoethyl
racemates
dihydro
Prior art date
Application number
CR20220157A
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 CR20220157A publication Critical patent/CR20220157A/es

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B57/00—Separation of optically-active compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C68/00—Preparation of esters of carbonic or haloformic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
    • C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
    • C07C69/675—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids of saturated hydroxy-carboxylic acids
    • C07C69/70—Tartaric acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/78—Benzoic acid esters
    • 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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La presente invención se refiere a las sales diastereoisómeras (Va), (Vb), (Vc) y/o (Vd), un procedimiento para preparar las sales diastereoisómeras (Va), (Vb), (Vc) y/o (Vd) usando un éster de ácido tartárico sustituido quiral de la fórmula (IIIa) o (IIIb), un procedimiento para preparar el compuesto de la fórmula (IVa) usando las sales diastereoisómeras (Va), (Vb), (Vc) y/o (Vd), un procedimiento para preparar el compuesto de la fórmula (VIIa) usando las sales diastereoisómeras (Va), (Vb), (Vc) y/o (Vd), un procedimiento para preparar el compuesto de la fórmula (Ia) usando las sales diastereoisómeras sales (Va), (Vb), (Vc) y/o (Vd), el uso de las sales diastereoisómeras (Va), (Vb), (Vc) y/o (Vd) para la preparación de uno de los compuestos según la fórmula (IVa), (VIIa) y/o (Ia); el uso de un éster de ácido tartárico sustituido quiralmente de la fórmula (IIIa) o (IIIb) para preparar las sales diastereoisómeras (Va), (Vb), (Vc) y/o (Vd), y el uso de un éster de ácido tartárico sustituido quiralmente de la fórmula (IIIa) o (IIIb) para preparar uno de los compuestos de la fórmula (IVa), (VIIa) y/o (Ia).
CR20220157A 2019-10-17 2020-10-12 Procedimiento para preparar (4s)–4–(4–ciano–2–metoxi–fenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxilato de 2–cianoetilo mediante separación de racematos utilizando ésteres diastereoméricos de ácido tartárico CR20220157A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP19203825 2019-10-17
PCT/EP2020/078613 WO2021074078A1 (de) 2019-10-17 2020-10-12 Verfahren zur herstellung von 2-cyanoethyl (4s)-4-(4-cyano-2-methoxy-phenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxylat durch racemat-spaltung mittels diastereomerer weinsäureester

Publications (1)

Publication Number Publication Date
CR20220157A true CR20220157A (es) 2022-06-02

Family

ID=68281313

Family Applications (1)

Application Number Title Priority Date Filing Date
CR20220157A CR20220157A (es) 2019-10-17 2020-10-12 Procedimiento para preparar (4s)–4–(4–ciano–2–metoxi–fenil)–5–etoxi–2,8–dimetil–1,4–dihidro–1,6–naftiridin–3–carboxilato de 2–cianoetilo mediante separación de racematos utilizando ésteres diastereoméricos de ácido tartárico

Country Status (15)

Country Link
US (1) US20240199599A1 (es)
EP (1) EP4045501A1 (es)
JP (1) JP7682868B2 (es)
KR (1) KR20220084103A (es)
CN (1) CN114698375B (es)
AU (1) AU2020367978B2 (es)
BR (1) BR112022005511A2 (es)
CA (1) CA3158166A1 (es)
CO (1) CO2022004446A2 (es)
CR (1) CR20220157A (es)
IL (1) IL292180B2 (es)
JO (1) JOP20220089A1 (es)
MX (1) MX2022004467A (es)
PE (1) PE20221322A1 (es)
WO (1) WO2021074078A1 (es)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115340539B (zh) 2022-01-19 2024-02-27 奥锐特药业股份有限公司 制备非奈利酮及其中间体的方法
CN115340540A (zh) * 2022-01-20 2022-11-15 奥锐特药业股份有限公司 制备非奈利酮及其中间体的方法
EP4511365A1 (en) 2022-04-18 2025-02-26 Teva Pharmaceuticals International GmbH Processes for the preparation of finerenone
WO2023223188A1 (en) * 2022-05-16 2023-11-23 Glenmark Life Sciences Limited Process for the preparation of finerenone and intermediates thereof
CN115322194B (zh) * 2022-08-23 2024-04-09 浙江国邦药业有限公司 一种非奈利酮中间体羧酸拆分方法
CN120607528A (zh) * 2022-08-30 2025-09-09 杭州科巢生物科技有限公司 非奈利酮的制备方法及其关键手性中间体
KR20250099382A (ko) * 2022-11-04 2025-07-01 난징 브이케어 파마테크 씨오., 엘티디. 부분입체 이성질체 타르타르산 에스테르를 이용하여 라세미체를 분리하여 피네레논을 제조하는 방법
WO2024147053A1 (en) * 2023-01-03 2024-07-11 Optimus Drugs Pvt Ltd Improved process for the preparation of finerenone
CN116041347B (zh) * 2023-01-12 2025-12-09 上海新礼泰药业有限公司 非奈利酮中间体的制备方法
CN121949317A (zh) * 2023-01-12 2026-05-01 上海新礼泰药业有限公司 非奈利酮及其中间体的制备方法
CN116218942B (zh) * 2023-03-07 2025-07-25 常州制药厂有限公司 一种非奈利酮关键中间体及成品的制备方法
CN116715663A (zh) * 2023-05-19 2023-09-08 奥锐特药业股份有限公司 一种非奈利酮及其中间体的制备方法
CN116715664B (zh) * 2023-06-12 2025-01-17 常州制药厂有限公司 一种非奈利酮关键中间体的制备方法
WO2025081981A1 (zh) 2023-10-20 2025-04-24 山东诚创蓝海医药科技有限公司 非奈利酮中间体、其制备方法及非奈利酮的制备方法
CN118026867B (zh) * 2024-04-12 2024-09-13 南京道尔医药研究院有限公司 一种制备2-(1r,5s,6s)-6-(氨甲基)-3-乙基双环[3.2.0]庚烷-3-烯-6-乙酸的方法
SI26715A (sl) 2025-01-14 2026-07-31 Krka, D.D., Novo Mesto Postopek priprave finerenona

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3906460C1 (es) * 1989-03-01 1990-11-15 Goedecke Ag, 1000 Berlin, De
PT759904E (pt) * 1994-05-16 2000-10-31 Merrell Pharma Inc Processo e sais diastereomericos uteis para a resolucao optica de alfa-¬4-(1,1-dimetiletil)-fenil|-4-(hidroxidifenilmetil)-1-piperidinobutanol racemico e compostos derivados
US20050026886A1 (en) * 2003-07-29 2005-02-03 Boehringer Ingelheim International Gmbh Medicaments for inhalation comprising an anticholinergic and a PDE IV inhibitor
BRPI0615775B1 (pt) * 2005-09-16 2021-08-10 Daiichi Sankyo Company, Limited Processos para a produção de compostos derivados de diamida oticamente ativos
DE102007009494A1 (de) * 2007-02-27 2008-08-28 Bayer Healthcare Ag Substituierte 4-Aryl-1, 4-dihydro-1,6-naphthyridinamide und ihre Verwendung
USRE49575E1 (en) * 2014-08-01 2023-07-11 Bayer Pharma Aktiengesellschaft Method for the preparation of (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-l,4-dihydro-1-6-naphthyridine-3-carbox-amide and the purification thereof for use as an active pharmaceutical ingredient
AU2016311135C1 (en) * 2015-08-21 2022-10-13 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-carboxamide and recovery of (4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1-6-naphthyridine-3-carboxamide by electrochemical methods
CN106432199B (zh) 2016-09-23 2019-04-26 南昌市博泽康医药科技有限公司 一种光学纯昂丹司琼及其衍生盐的制备工艺

Also Published As

Publication number Publication date
CN114698375A (zh) 2022-07-01
JOP20220089A1 (ar) 2023-01-30
AU2020367978B2 (en) 2026-06-18
AU2020367978A1 (en) 2022-05-12
CA3158166A1 (en) 2021-04-22
JP2022553230A (ja) 2022-12-22
MX2022004467A (es) 2022-05-03
PE20221322A1 (es) 2022-09-09
WO2021074078A1 (de) 2021-04-22
EP4045501A1 (de) 2022-08-24
BR112022005511A2 (pt) 2022-06-21
IL292180B2 (en) 2026-07-01
IL292180B1 (en) 2026-03-01
KR20220084103A (ko) 2022-06-21
JP7682868B2 (ja) 2025-05-26
US20240199599A1 (en) 2024-06-20
CN114698375B (zh) 2024-08-02
IL292180A (en) 2022-06-01
CO2022004446A2 (es) 2022-04-29

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