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 PDFInfo
- 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
- Authority
- HR
- Croatia
- Prior art keywords
- compounds
- formulas
- preparation
- naphthyridine
- carboxamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 9
- 238000002848 electrochemical method Methods 0.000 title 1
- 238000011084 recovery Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 5
- 238000006317 isomerization reaction Methods 0.000 claims 2
- 239000007800 oxidant agent Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B15/00—Operating or servicing cells
- C25B15/08—Supplying or removing reactants or electrolytes; Regeneration of electrolytes
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/23—Oxidation
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/25—Reduction
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.
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 |
Family
ID=56694167
Family Applications (1)
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)
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 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
JP2009501199A (ja) | 2005-07-12 | 2009-01-15 | グラクソ グループ リミテッド | Gpr38アゴニストとしてのピペラジンヘテロアリール誘導体 |
DE102007009494A1 (de) * | 2007-02-27 | 2008-08-28 | Bayer Healthcare Ag | Substituierte 4-Aryl-1, 4-dihydro-1,6-naphthyridinamide und ihre Verwendung |
DE102007061764A1 (de) * | 2007-12-20 | 2009-06-25 | Bayer Healthcare Ag | Anellierte Cyanopyridine und ihre Verwendung |
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2016
- 2016-08-18 ES ES16753390T patent/ES2739907T3/es active Active
- 2016-08-18 EP EP16753390.0A patent/EP3337801B1/de active Active
- 2016-08-18 PL PL16753390T patent/PL3337801T3/pl unknown
- 2016-08-18 KR KR1020187007626A patent/KR20180043305A/ko not_active Application Discontinuation
- 2016-08-18 TW TW105126336A patent/TWI725044B/zh active
- 2016-08-18 JP JP2018509760A patent/JP6843120B2/ja active Active
- 2016-08-18 JO JOP/2016/0185A patent/JOP20160185B1/ar active
- 2016-08-18 CN CN201680061567.7A patent/CN108137587B/zh active Active
- 2016-08-18 RS RS20191024A patent/RS59086B1/sr unknown
- 2016-08-18 US US15/753,406 patent/US10392384B2/en active Active
- 2016-08-18 MX MX2018002236A patent/MX367959B/es active IP Right Grant
- 2016-08-18 PT PT16753390T patent/PT3337801T/pt unknown
- 2016-08-18 NZ NZ739993A patent/NZ739993A/en unknown
- 2016-08-18 PE PE2018000261A patent/PE20180555A1/es unknown
- 2016-08-18 SI SI201630294T patent/SI3337801T1/sl unknown
- 2016-08-18 WO PCT/EP2016/069567 patent/WO2017032678A1/de active Application Filing
- 2016-08-18 RU RU2018109762A patent/RU2715226C2/ru active
- 2016-08-18 AU AU2016311135A patent/AU2016311135C1/en active Active
- 2016-08-18 CA CA2995949A patent/CA2995949A1/en active Pending
- 2016-08-18 UA UAA201802869A patent/UA124418C2/uk unknown
- 2016-08-18 LT LTEP16753390.0T patent/LT3337801T/lt unknown
- 2016-08-18 HU HUE16753390 patent/HUE044678T2/hu unknown
- 2016-08-18 SG SG11201801378VA patent/SG11201801378VA/en unknown
- 2016-08-18 DK DK16753390.0T patent/DK3337801T3/da active
- 2016-08-19 UY UY0001036863A patent/UY36863A/es active IP Right Grant
-
2018
- 2018-02-14 IL IL257522A patent/IL257522B/en active IP Right Grant
- 2018-02-16 CL CL2018000426A patent/CL2018000426A1/es unknown
- 2018-02-21 CO CONC2018/0001759A patent/CO2018001759A2/es unknown
- 2018-03-20 ZA ZA201801867A patent/ZA201801867B/en unknown
- 2018-09-06 HK HK18111449.4A patent/HK1252212A1/zh unknown
-
2019
- 2019-08-14 HR HRP20191476 patent/HRP20191476T1/hr unknown
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