DK0385423T3 - Fremgangsmåde til fremstilling af de optiske isomerer af 1,4-dihydro-5-isopropoxy-2-methyl-4-(2- trifluormethylphenyl)-1,6-naphthyridin-3-carboxylsyre-ethylester og 1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluormethylphenyl)-1,6-naphthyridin-3-carboxylsyre-(2-(N-methyl-N-phenylmethylamino)-ethyl)ester - Google Patents
Fremgangsmåde til fremstilling af de optiske isomerer af 1,4-dihydro-5-isopropoxy-2-methyl-4-(2- trifluormethylphenyl)-1,6-naphthyridin-3-carboxylsyre-ethylester og 1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluormethylphenyl)-1,6-naphthyridin-3-carboxylsyre-(2-(N-methyl-N-phenylmethylamino)-ethyl)esterInfo
- Publication number
- DK0385423T3 DK0385423T3 DK90103870.3T DK90103870T DK0385423T3 DK 0385423 T3 DK0385423 T3 DK 0385423T3 DK 90103870 T DK90103870 T DK 90103870T DK 0385423 T3 DK0385423 T3 DK 0385423T3
- Authority
- DK
- Denmark
- Prior art keywords
- methyl
- naphthyridine
- trifluoromethylphenyl
- isopropoxy
- dihydro
- Prior art date
Links
- ILYKYUGTTTUOBU-UHFFFAOYSA-N 2-[benzyl(methyl)amino]ethyl 2-methyl-5-propan-2-yloxy-4-[2-(trifluoromethyl)phenyl]-1,4-dihydro-1,6-naphthyridine-3-carboxylate Chemical class C1=2C(OC(C)C)=NC=CC=2NC(C)=C(C(=O)OCCN(C)CC=2C=CC=CC=2)C1C1=CC=CC=C1C(F)(F)F ILYKYUGTTTUOBU-UHFFFAOYSA-N 0.000 title abstract 2
- XVXQOAYCEUDQTQ-UHFFFAOYSA-N ethyl 2-methyl-5-propan-2-yloxy-4-[2-(trifluoromethyl)phenyl]-1,4-dihydro-1,6-naphthyridine-3-carboxylate Chemical class CCOC(=O)C1=C(C)NC2=CC=NC(OC(C)C)=C2C1C1=CC=CC=C1C(F)(F)F XVXQOAYCEUDQTQ-UHFFFAOYSA-N 0.000 title abstract 2
- 230000003287 optical effect Effects 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- KVPKWOWFDGOPOB-UHFFFAOYSA-N benzyl 2-methyl-5-propan-2-yloxy-4-[2-(trifluoromethyl)phenyl]-1,4-dihydro-1,6-naphthyridine-3-carboxylate Chemical compound C1=2C(OC(C)C)=NC=CC=2NC(C)=C(C(=O)OCC=2C=CC=CC=2)C1C1=CC=CC=C1C(F)(F)F KVPKWOWFDGOPOB-UHFFFAOYSA-N 0.000 abstract 1
- 150000005054 naphthyridines Chemical class 0.000 abstract 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3906460A DE3906460C1 (enExample) | 1989-03-01 | 1989-03-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK0385423T3 true DK0385423T3 (da) | 1995-06-12 |
Family
ID=6375232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK90103870.3T DK0385423T3 (da) | 1989-03-01 | 1990-02-28 | Fremgangsmåde til fremstilling af de optiske isomerer af 1,4-dihydro-5-isopropoxy-2-methyl-4-(2- trifluormethylphenyl)-1,6-naphthyridin-3-carboxylsyre-ethylester og 1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluormethylphenyl)-1,6-naphthyridin-3-carboxylsyre-(2-(N-methyl-N-phenylmethylamino)-ethyl)ester |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5037987A (enExample) |
| EP (1) | EP0385423B1 (enExample) |
| JP (1) | JPH02275879A (enExample) |
| AT (1) | ATE118205T1 (enExample) |
| DE (2) | DE3906460C1 (enExample) |
| DK (1) | DK0385423T3 (enExample) |
| ES (1) | ES2067577T3 (enExample) |
| GR (1) | GR3015659T3 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9405833D0 (en) * | 1994-03-24 | 1994-05-11 | Pfizer Ltd | Separation of the enantiomers of amlodipine |
| 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 |
| JP7682868B2 (ja) * | 2019-10-17 | 2025-05-26 | バイエル アクチェンゲゼルシャフト | ジアステレオマー酒石酸エステルによるラセミ体の分割により２－シアノエチル（４ｓ）－４－（４－シアノ－２－メトキシフェニル）－５－エトキシ－２，８－ジメチル－１，４－ジヒドロ－１，６－ナフチリジン－３－カルボキシレートを調製する方法 |
| PE20221415A1 (es) * | 2019-10-17 | 2022-09-20 | Bayer Ag | Procedimiento para la preparacion de (4s)-4-(4-ciano-2-metoxi-fenil)-5-hidroxi-2,8-dimetil-1,4-dihidro-1,6-naftiridin-3-carboxilato de 2-cianoetilo por separacion de racematos por medio de ester de acido tartarico diastereoisomero |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3832388A (en) * | 1972-09-07 | 1974-08-27 | R Lorenz | Resolution of 2-(p-hydroxy)phenylglycine |
| FI800005A7 (fi) * | 1979-01-05 | 1981-01-01 | Ciba Geigy Ag | Menetelmä uuden vasemmalle kiertävän bisyklisen tiadiatsayhdisteen ja sen suolojen valmistamiseksi. |
| DE3602655A1 (de) * | 1985-01-29 | 1987-07-30 | Goedecke Ag | 1,6-naphthyridin-derivate, verfahren zu deren herstellung und deren verwendung |
| DE3431303A1 (de) * | 1984-08-25 | 1986-02-27 | Goedecke Ag | 1,6-naphthyridin-derivate, verfahren zu deren herstellung und deren verwendung |
| 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 |
| US4760081A (en) * | 1984-08-25 | 1988-07-26 | Goedecke Aktiengesellschaft | 1,6-naphthyridine derivatives useful for treating diseases of the blood vessels |
-
1989
- 1989-03-01 DE DE3906460A patent/DE3906460C1/de not_active Expired - Fee Related
-
1990
- 1990-02-27 US US07/486,048 patent/US5037987A/en not_active Expired - Fee Related
- 1990-02-28 DE DE59008426T patent/DE59008426D1/de not_active Expired - Fee Related
- 1990-02-28 DK DK90103870.3T patent/DK0385423T3/da active
- 1990-02-28 ES ES90103870T patent/ES2067577T3/es not_active Expired - Lifetime
- 1990-02-28 AT AT90103870T patent/ATE118205T1/de not_active IP Right Cessation
- 1990-02-28 JP JP2049153A patent/JPH02275879A/ja active Pending
- 1990-02-28 EP EP90103870A patent/EP0385423B1/de not_active Expired - Lifetime
-
1995
- 1995-04-03 GR GR950400803T patent/GR3015659T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JPH02275879A (ja) | 1990-11-09 |
| GR3015659T3 (en) | 1995-07-31 |
| DE59008426D1 (de) | 1995-03-23 |
| ES2067577T3 (es) | 1995-04-01 |
| DE3906460C1 (enExample) | 1990-11-15 |
| EP0385423A2 (de) | 1990-09-05 |
| EP0385423A3 (de) | 1991-08-14 |
| US5037987A (en) | 1991-08-06 |
| EP0385423B1 (de) | 1995-02-08 |
| ATE118205T1 (de) | 1995-02-15 |
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