HRP20191476T1 - Postupak za pripravu (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida i povrat (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida elektrokemijskim postupcima - Google Patents

Postupak za pripravu (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida i povrat (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida elektrokemijskim postupcima Download PDF

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Publication number
HRP20191476T1
HRP20191476T1 HRP20191476T HRP20191476T1 HR P20191476 T1 HRP20191476 T1 HR P20191476T1 HR P20191476 T HRP20191476 T HR P20191476T HR P20191476 T1 HRP20191476 T1 HR P20191476T1
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Croatia
Prior art keywords
compounds
formulas
preparation
naphthyridine
carboxamide
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English (en)
Inventor
Johannes Platzek
Kathrin Gottfried
Jens Assmann
Giulio Lolli
Original Assignee
Bayer Pharma 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.)
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Publication date
Application filed by Bayer Pharma AG filed Critical Bayer Pharma AG
Publication of HRP20191476T1 publication Critical patent/HRP20191476T1/hr

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/04Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B15/00Operating or servicing cells
    • C25B15/08Supplying or removing reactants or electrolytes; Regeneration of electrolytes
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00Electrolytic production of organic compounds
    • C25B3/20Processes
    • C25B3/23Oxidation
    • CCHEMISTRY; METALLURGY
    • C25ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
    • C25BELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
    • C25B3/00Electrolytic production of organic compounds
    • C25B3/20Processes
    • C25B3/25Reduction

Claims (8)

1. Postupak za pripravu spojeva s formulama M1a(S) i M1b(R) naznačen time što se spoj s formulom ent-(I) oksidira.
2. Postupak za pripravu spojeva s formulama M1a(s) i M1b(R) prema patentnom zahtjevu 1, naznačen time što se oksidacija provodi s kemijskim sredstvima za oksidaciju.
3. Postupak za pripravu racemskog spoja s formulom (XVII) naznačen time što se smjesa spojeva s formulama M1a(S) i M1b(R) toplinski racemizira.
4. Postupak za pripravu spoja s formulom (XVII) prema patentnom zahtjevu 3, naznačen time što se smjesa spojeva s formulama M1a(S) i M1b(R) racemizira pri temperaturi od 70 do 110°C uz dodatak ili bez dodatka kiseline.
5. Postupak za pripravu spojeva s formulom (I) i ent-(I) naznačen time što se spojevi s formulama (XVII) ili M1a(S) ili M1b(R) ili smjesa M1a(S) i M1b(R) elektrokemijski reduciraju.
6. Postupak za pripravu spojeva s formulama (I) i ent-(I) prema patentnom zahtjevu 5, naznačen time što se elektrokemijska redukcija provodi u članku u čaši ili protočnom članku u prisutnosti metanola.
7. Postupak za pripravu spojeva s formulama (I) i ent-(I) prema patentnom zahtjevu 5 naznačen time što se spojevi s formulama (XVII) ili M1a(S) ili M1b(R) ili smjesa M1a(S) i M1b(R) elektrokemijski reduciraju, i naznačen time što se spojevi s formulama (XVII), M1a(S) i M1b(R) dobivaju toplinskom izomerizacijom spojeva s formulama M1a(S) i M1b (R) i naznačen time što se spoj s formulom ent-(I) oksidira.
8. Postupak za pripravu spojeva s formulama (I) i ent-(I) prema patentnom zahtjevu 7 naznačen time što se spojevi s formulama (XVII) ili M1a(S) ili M1b(R) ili smjesa M1a(S) i M1b(R) elektrokemijski reduciraju u članku u čaši ili protočnom članku u prisutnosti metanola, i naznačen time što se spojevi s formulama (XVII), M1a(S) i M1b(R) dobivaju toplinskom izomerizacijom spojeva s formulama M1a(S) i M1b (R) i naznačen time što se spoj s formulom ent-(I) oksidira s kemijskim sredstvima za oksidaciju.
HRP20191476 2015-08-21 2019-08-14 Postupak za pripravu (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida i povrat (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida elektrokemijskim postupcima HRP20191476T1 (hr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP15182040 2015-08-21
EP15182042 2015-08-21
PCT/EP2016/069567 WO2017032678A1 (de) 2015-08-21 2016-08-18 Verfahren zur herstellung von (4s)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamid und wiedergewinnung von (4s)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamid mittels elektrochemischer methoden
EP16753390.0A EP3337801B1 (de) 2015-08-21 2016-08-18 Verfahren zur herstellung von (4s)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamid und wiedergewinnung von (4s)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamid mittels elektrochemischer methoden

Publications (1)

Publication Number Publication Date
HRP20191476T1 true HRP20191476T1 (hr) 2019-11-15

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Application Number Title Priority Date Filing Date
HRP20191476 HRP20191476T1 (hr) 2015-08-21 2019-08-14 Postupak za pripravu (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida i povrat (4s)-4-(4-cijano-2-metoksifenil)-5-etoksi-2,8-dimetil-1,4-dihidro-1-6-naftiridin-3-karboksamida elektrokemijskim postupcima

Country Status (31)

Country Link
US (1) US10392384B2 (hr)
EP (1) EP3337801B1 (hr)
JP (1) JP6843120B2 (hr)
KR (1) KR20180043305A (hr)
CN (1) CN108137587B (hr)
AU (1) AU2016311135C1 (hr)
CA (1) CA2995949A1 (hr)
CL (1) CL2018000426A1 (hr)
CO (1) CO2018001759A2 (hr)
DK (1) DK3337801T3 (hr)
ES (1) ES2739907T3 (hr)
HK (1) HK1252212A1 (hr)
HR (1) HRP20191476T1 (hr)
HU (1) HUE044678T2 (hr)
IL (1) IL257522B (hr)
JO (1) JOP20160185B1 (hr)
LT (1) LT3337801T (hr)
MX (1) MX367959B (hr)
NZ (1) NZ739993A (hr)
PE (1) PE20180555A1 (hr)
PL (1) PL3337801T3 (hr)
PT (1) PT3337801T (hr)
RS (1) RS59086B1 (hr)
RU (1) RU2715226C2 (hr)
SG (1) SG11201801378VA (hr)
SI (1) SI3337801T1 (hr)
TW (1) TWI725044B (hr)
UA (1) UA124418C2 (hr)
UY (1) UY36863A (hr)
WO (1) WO2017032678A1 (hr)
ZA (1) ZA201801867B (hr)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
WO2020132716A1 (en) * 2018-12-24 2020-07-02 Eustralis Pharmaceuticals Limited (Trading As Pressura Neuro) Chemical compound manufacture, new salt form, and therapeutic uses thereof
CN110195238B (zh) * 2019-04-15 2020-08-14 浙江工业大学 一种三氯甲基吡啶衍生物电化学脱氯制备酰胺的方法
CN110195239B (zh) * 2019-04-15 2020-08-14 浙江工业大学 一种多氯甲基吡啶衍生物电化学脱氯制备醛、酸的方法
CN111910206B (zh) * 2019-05-07 2023-03-10 中国科学技术大学 一种合成3-氰基取代的咪唑并[1,5-a]喹啉类化合物的方法
WO2021074072A1 (de) * 2019-10-17 2021-04-22 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
CN114698375A (zh) * 2019-10-17 2022-07-01 拜耳公司 通过非对映酒石酸酯拆分外消旋体制备2-氰基乙基(4s)-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-羧酸酯的方法
AU2020365351A1 (en) * 2019-10-17 2022-05-12 Bayer Aktiengesellschaft Photochemical process for producing (4R,4S)-4-(4-cyano-2-methoxyphenyl)-5-ethoxy-2,8-dimethyl-1,4-dihydro-1,6-naphthyridin-3-carboxamide
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
CN113214248B (zh) * 2021-04-13 2022-04-26 湖南南新制药股份有限公司 一种1,4-二氢-1,6-萘啶衍生物、药物组合物及其用途
CN113897631B (zh) * 2021-10-24 2023-05-09 昆明学院 电化学合成吡啶-2-酮衍生物的方法
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
CN114605410B (zh) * 2022-04-06 2023-12-29 浙江科聚生物医药有限公司 一种非奈利酮原料药的制备方法
WO2023205164A1 (en) 2022-04-18 2023-10-26 Teva Pharmaceuticals International Gmbh Processes for the preparation of finerenone
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

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IL75987A (en) * 1984-08-25 1991-07-18 Goedecke Ag Tri-and tetrasubstituted-1,4-dihydro-1,6-naphthyridine-3-carboxylic acid derivatives,their preparation and pharmaceutical compositions containing them
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AU2016311135C1 (en) 2022-10-13
KR20180043305A (ko) 2018-04-27
EP3337801A1 (de) 2018-06-27
HUE044678T2 (hu) 2019-11-28
DK3337801T3 (da) 2019-08-19
PE20180555A1 (es) 2018-04-02
AU2016311135B2 (en) 2020-09-10
NZ739993A (en) 2022-05-27
SG11201801378VA (en) 2018-03-28
TW201722943A (zh) 2017-07-01
EP3337801B1 (de) 2019-06-12
JP6843120B2 (ja) 2021-03-17
ES2739907T3 (es) 2020-02-04
UY36863A (es) 2017-03-31
ZA201801867B (en) 2019-10-30
CN108137587A (zh) 2018-06-08
CN108137587B (zh) 2020-10-23
BR112018003334A2 (pt) 2018-09-18
UA124418C2 (uk) 2021-09-15
RU2715226C2 (ru) 2020-02-26
IL257522B (en) 2020-04-30
HK1252212A1 (zh) 2019-05-24
JOP20160185B1 (ar) 2021-08-17
SI3337801T1 (sl) 2019-08-30
RU2018109762A (ru) 2019-09-23
MX2018002236A (es) 2018-03-23
PL3337801T3 (pl) 2019-10-31
AU2016311135A1 (en) 2018-03-15
CL2018000426A1 (es) 2018-07-20
US10392384B2 (en) 2019-08-27
IL257522A (en) 2018-04-30
US20180244668A1 (en) 2018-08-30
CO2018001759A2 (es) 2018-02-28
TWI725044B (zh) 2021-04-21
PT3337801T (pt) 2019-08-05
RU2018109762A3 (hr) 2019-12-18
WO2017032678A1 (de) 2017-03-02
LT3337801T (lt) 2019-08-12
MX367959B (es) 2019-09-12
RS59086B1 (sr) 2019-09-30
JP2018523697A (ja) 2018-08-23
CA2995949A1 (en) 2017-03-02

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