AU2015295376C1 - 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 - Google Patents

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 Download PDF

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AU2015295376C1
AU2015295376C1 AU2015295376A AU2015295376A AU2015295376C1 AU 2015295376 C1 AU2015295376 C1 AU 2015295376C1 AU 2015295376 A AU2015295376 A AU 2015295376A AU 2015295376 A AU2015295376 A AU 2015295376A AU 2015295376 C1 AU2015295376 C1 AU 2015295376C1
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give
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AU2015295376B2 (en
AU2015295376A1 (en
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Gunnar Garke
Alfons Grunenberg
Johannes Platzek
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Bayer Pharma AG
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    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/4353Heterocyclic 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
    • A61K31/4375Heterocyclic 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
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    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
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AU2015295376A 2014-08-01 2015-07-29 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 Active AU2015295376C1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP14179544 2014-08-01
EP14179544.3 2014-08-01
PCT/EP2015/067340 WO2016016287A1 (de) 2014-08-01 2015-07-29 Verfahren zur herstellung von (4s)- 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carbox-amid und dessen aufreinigung für die verwendung als pharmazeutischer wirkstoff

Publications (3)

Publication Number Publication Date
AU2015295376A1 AU2015295376A1 (en) 2017-02-16
AU2015295376B2 AU2015295376B2 (en) 2019-10-03
AU2015295376C1 true AU2015295376C1 (en) 2020-07-16

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AU2015295376A Active AU2015295376C1 (en) 2014-08-01 2015-07-29 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

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US (4) US10059707B2 (OSRAM)
EP (2) EP3174875B1 (OSRAM)
JP (1) JP6818674B2 (OSRAM)
KR (3) KR102527893B1 (OSRAM)
CN (4) CN116655629A (OSRAM)
AR (1) AR101403A1 (OSRAM)
AU (1) AU2015295376C1 (OSRAM)
BR (1) BR112017001678B1 (OSRAM)
CA (2) CA3146285C (OSRAM)
CL (1) CL2017000263A1 (OSRAM)
CO (1) CO2017000886A2 (OSRAM)
DK (1) DK3174875T3 (OSRAM)
ES (1) ES2828704T3 (OSRAM)
HR (1) HRP20201800T1 (OSRAM)
HU (1) HUE051350T2 (OSRAM)
IL (1) IL250239B (OSRAM)
JO (1) JO3648B1 (OSRAM)
LT (1) LT3174875T (OSRAM)
MX (1) MX369467B (OSRAM)
MY (1) MY198066A (OSRAM)
PE (1) PE20170141A1 (OSRAM)
PL (1) PL3174875T3 (OSRAM)
PT (1) PT3174875T (OSRAM)
RS (1) RS60921B1 (OSRAM)
RU (1) RU2729998C9 (OSRAM)
SG (1) SG11201700785UA (OSRAM)
SI (1) SI3174875T1 (OSRAM)
TW (1) TWI684593B (OSRAM)
UA (1) UA122773C2 (OSRAM)
UY (1) UY36251A (OSRAM)
WO (1) WO2016016287A1 (OSRAM)

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US10059707B2 (en) * 2014-08-01 2018-08-28 Bayer Pharma AG 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
DK3337800T3 (da) 2015-08-21 2019-08-19 Bayer Pharma AG Fremgangsmåde til fremstilling af (4s)- 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamid og dets oprensning til anvendelse som farmaceutisk aktivt stof
EP3560922A1 (de) 2018-04-24 2019-10-30 Bayer Aktiengesellschaft Verfahren zur herstellung von (4s)- 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carbox-amid durch racemat-spaltung mittels diastereomerer weinsäureester
WO2020178177A1 (de) 2019-03-05 2020-09-10 Bayer Aktiengesellschaft Verfahren zur herstellung von 4-amino-5-methylpyridon
SG11202109546RA (en) 2019-03-05 2021-09-29 Bayer Ag Synthesis of 4-amino-5-methyl-1h-pyridin-2(1h)-on (intermediate compound for the synthesis of the mr antagonist finerenone) from 2-chloro-5-methyl-4-nitro-pyridine-1-oxide using the intermediate compound 2-chloro-5-methyl-4-pyridinamine
JOP20220089A1 (ar) * 2019-10-17 2023-01-30 Bayer Ag عملية لتحضير 2-سيانو إثيل (4s)-4-(4-سيانو-2-مثوكسي فنيل)-5-إثوكسي-2، 8-ثنائي مثيل-1، 4-ثنائي هيدرو-1، 6-نفثيريدين-3-كربوكسيلات بفصل المركبات الراسيمية بواسطة إسترات حمض طرطريك صنوية فراغية
EP4045500A1 (de) * 2019-10-17 2022-08-24 Bayer Aktiengesellschaft Verfahren zur herstellung von acyloxymethylestern der (4s) -(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carbonsäure
EP4045499A1 (de) * 2019-10-17 2022-08-24 Bayer Aktiengesellschaft Verfahren zur herstellung von 2-cyanoethyl (4s)-4-(4-cyano-2-methoxy-phenyl)-5-hydroxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxylat durch racemat-spaltung mittels diastereomerer weinsäureester
KR20220084104A (ko) * 2019-10-17 2022-06-21 바이엘 악티엔게젤샤프트 (4r,4s)-4-(4-시아노-2-메톡시페닐)-5-에톡시-2,8-디메틸-1,4-디히드로-1,6-나프티리딘-3-카르복스아미드를 제조하기 위한 광화학 방법
EP3900722A1 (en) 2020-04-22 2021-10-27 Bayer AG Combination of finerenone and pecavaptan for the treatment and/or prevention of cardiovascular and/or renal diseases
WO2021214023A1 (en) 2020-04-22 2021-10-28 Bayer Aktiengesellschaft Combination of finerenone and a sglt2 inhibitor for the treatment and/or prevention of cardiovascular and/or renal diseases
TW202214624A (zh) 2020-06-16 2022-04-16 德商拜耳廠股份有限公司 藉由催化不對稱漢斯(hantzsch)酯還原法進行之製備(4s)-4-(4-氰基-2-甲氧基苯基)-5-乙氧基-2,8-二甲基-1,4-二氫-1,6-㖠啶-3-羧醯胺的方法
CN112237573B (zh) * 2020-10-29 2023-12-22 瑞阳制药股份有限公司 含finerenone的片剂及其制备方法
WO2022214206A1 (en) 2021-04-08 2022-10-13 Bayer Aktiengesellschaft Combination of finerenone and pecavaptan for the treatment and/or prevention of cardiovascular and/or renal diseases
CN114149427A (zh) * 2021-12-18 2022-03-08 上海鼎雅药物化学科技有限公司 非奈利酮及其中间体的合成方法
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
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
US20250270184A1 (en) 2022-04-18 2025-08-28 Teva Pharmaceuticals International Gmbh Processes for the preparation of finerenone
EP4286368A1 (de) 2022-05-31 2023-12-06 Bayer Aktiengesellschaft Verfahren zur herstellung von 4-formyl-3-methoxybenzonitril
WO2024075139A1 (en) * 2022-10-06 2024-04-11 Maithri Drugs Private Limited A process for preparation of finerenone and intermediates thereof
EP4613747A1 (en) 2022-11-04 2025-09-10 Nanjing Vcare Pharmatech Co., Ltd. Method for preparing finerenone by means of resolving racemate with diastereomeric tartaric ester
CN120225194A (zh) 2022-11-23 2025-06-27 拜耳公司 治疗i型糖尿病中的慢性肾脏疾病
EP4634179A1 (en) 2022-12-16 2025-10-22 Bayer Aktiengesellschaft Sequential one-pot synthesis for preparing 4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide
WO2024147053A1 (en) * 2023-01-03 2024-07-11 Optimus Drugs Pvt Ltd Improved process for the preparation of finerenone
KR20250160477A (ko) * 2023-03-17 2025-11-13 지앙수 헨그루이 파마슈티컬스 컴퍼니 리미티드 1,4-디히드로-1,6-나프티리딘아미드 화합물의 약학적으로 사용 가능한 염, 결정형 및 이의 제조 방법
WO2025104752A1 (en) * 2023-11-18 2025-05-22 Msn Laboratories Private Limited, R&D Center Improved process for the preparation of (4s)4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide
CN120081840A (zh) * 2023-12-01 2025-06-03 山东诚创蓝海医药科技有限公司 一种非奈利酮-马来酸共晶及其制备方法
US20250313559A1 (en) 2024-01-05 2025-10-09 Bayer Aktiengesellschaft Method of preventing or treating heart failure in a patient using (4s)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridine-3-carboxamide
WO2025247801A1 (en) * 2024-05-30 2025-12-04 Bayer Aktiengesellschaft Determination of a dosage of a nonsteroidal mineralocorticoid receptor antagonist
CN119462643A (zh) * 2024-10-17 2025-02-18 河北国龙制药有限公司 一种非奈利酮单晶及其制备方法和应用
CN119019395A (zh) * 2024-10-29 2024-11-26 成都诺和晟欣生物医药有限公司 一种非奈利酮晶型ⅰ的制备方法
CN119684288A (zh) * 2024-12-18 2025-03-25 安徽先和医药研究有限公司 非奈利酮的制备方法
CN119684289A (zh) * 2024-12-18 2025-03-25 安徽先和医药研究有限公司 一种非奈利酮的制备方法

Citations (1)

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