ES2180032T3 - Procedimiento para preparar un compuesto intermedio util en la sintesis de cisaprida. - Google Patents
Procedimiento para preparar un compuesto intermedio util en la sintesis de cisaprida.Info
- Publication number
- ES2180032T3 ES2180032T3 ES97913145T ES97913145T ES2180032T3 ES 2180032 T3 ES2180032 T3 ES 2180032T3 ES 97913145 T ES97913145 T ES 97913145T ES 97913145 T ES97913145 T ES 97913145T ES 2180032 T3 ES2180032 T3 ES 2180032T3
- Authority
- ES
- Spain
- Prior art keywords
- fluorophenoxy
- cis
- methoxy
- propyl
- cisaprida
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Lifetime
Links
- DCSUBABJRXZOMT-IRLDBZIGSA-N cisapride Chemical compound C([C@@H]([C@@H](CC1)NC(=O)C=2C(=CC(N)=C(Cl)C=2)OC)OC)N1CCCOC1=CC=C(F)C=C1 DCSUBABJRXZOMT-IRLDBZIGSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 230000015572 biosynthetic process Effects 0.000 title 1
- 150000001875 compounds Chemical class 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- DSIVABIEPNVRBB-UHFFFAOYSA-N 1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-amine Chemical compound C1CC(N)C(OC)CN1CCCOC1=CC=C(F)C=C1 DSIVABIEPNVRBB-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- HEVIJEFDFFKZPG-UHFFFAOYSA-N 1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-one Chemical compound C1CC(=O)C(OC)CN1CCCOC1=CC=C(F)C=C1 HEVIJEFDFFKZPG-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229960005132 cisapride Drugs 0.000 abstract 1
- DCSUBABJRXZOMT-UHFFFAOYSA-N cisapride Natural products C1CC(NC(=O)C=2C(=CC(N)=C(Cl)C=2)OC)C(OC)CN1CCCOC1=CC=C(F)C=C1 DCSUBABJRXZOMT-UHFFFAOYSA-N 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Saccharide Compounds (AREA)
Abstract
LA INVENCION SE REFIERE A UN NUEVO PROCEDIMIENTO DE PREPARACION DE CISAPRIDA, Y DE LAS SALES DE ADICION FARMACEUTICAMENTE ACEPTABLES DE LA MISMA, MEDIANTE UNA AMINACION REDUCTIVA DE 1 - [3 - (4 - FLUOROFENOXI) - PROPIL] - 3 - METOXI - 4 - PIPERIDINONA, EN PRESENCIA DE BENCILAMINA, CON HIDROGENO Y EN UN DISOLVENTE INERTE, PARA PRODUCIR 1 - [3 - (4 FLUOROFENOXI) - PROPIL] - 3 - METOXI - 4 - PIPERIDINAMINA, CON UNA RELACION CIS/TRANS DE APROX. 93/7. DICHA PIPERIDINAMINA SE ENRIQUECE EN CIS - ESTEREOISOMERO MEDIANTE CONVERSION EN SU SAL DE ADICION ACIDA, POR TRATAMIENTO CON UN ACIDO INORGANICO ADECUADO, EN UN DISOLVENTE APROPIADO; POSTERIOR CRISTALIZACION; Y CONVERSION EN SU FORMA DE BASE LIBRE POR TRATAMIENTO CON UNA BASE APROPIADA, PRODUCIENDO 1 - [3 - (4 - FLUOROFENOXI) PROPIL] - 3 - METOXI -4 - PIPERIDINAMINA, CON UNA RELACION CIS/TRANS IGUAL O SUPERIOR A 98/2. POSTERIORMENTE, DICHA PIPERAMIDINA SE HACE REACCIONAR CON EL ANHIDRIDO MIXTO FORMADO POR EL ACIDO 4 - AMINO - 5 - CLORO - 2 - METOXI BENZOICO Y POR CLOROFORMIATO DE ETILO, EN UN DISOLVENTE INERTE A LA REACCION, PRODUCIENDO CISAPRIDA.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96202860 | 1996-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2180032T3 true ES2180032T3 (es) | 2003-02-01 |
Family
ID=8224493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES97913145T Expired - Lifetime ES2180032T3 (es) | 1996-10-15 | 1997-10-09 | Procedimiento para preparar un compuesto intermedio util en la sintesis de cisaprida. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6218542B1 (es) |
| EP (1) | EP0934272B1 (es) |
| JP (1) | JP2001501960A (es) |
| KR (1) | KR100469030B1 (es) |
| CN (1) | CN1135222C (es) |
| AT (1) | ATE221049T1 (es) |
| AU (1) | AU5050098A (es) |
| CA (1) | CA2263692C (es) |
| DE (1) | DE69714279T2 (es) |
| ES (1) | ES2180032T3 (es) |
| WO (1) | WO1998016511A1 (es) |
| ZA (1) | ZA979194B (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100336400B1 (ko) * | 2000-03-29 | 2002-05-13 | 김건복 | 시사프라이드의 제조 방법 |
| KR20100026641A (ko) * | 2008-09-01 | 2010-03-10 | 동아제약주식회사 | 신규한 벤즈아미드 유도체 화합물 및 그의 제조방법 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PH19942A (en) | 1980-11-18 | 1986-08-14 | Sintex Inc | Microencapsulation of water soluble polypeptides |
| CA1192218A (en) * | 1981-09-16 | 1985-08-20 | Zeneca Ag Products Inc. | Isomer enrichment process for cyclopropanecarboxylates |
| US4962115A (en) * | 1981-10-01 | 1990-10-09 | Janssen Pharmaceutica N.V. | Novel N-(3-hydroxy-4-piperidinyl)benzamide derivatives |
| US5137896A (en) * | 1981-10-01 | 1992-08-11 | Janssen Pharmaceutica N.V. | N-(3-hydroxy-4-piperidinyl)benzamide derivatives |
| US5057525A (en) * | 1981-10-01 | 1991-10-15 | Janssen Pharmaceutica N.V. | Novel N-(3-hydroxy-4-piperidinyl) benzamide derivatives |
| CA1183847A (en) * | 1981-10-01 | 1985-03-12 | Georges Van Daele | N-(3-hydroxy-4-piperidinyl)benzamide derivatives |
| ES2002640A6 (es) * | 1987-03-11 | 1988-09-01 | Alonga Lab | Procedimiento de obtencion de un derivado del acido-4-amino-5-cloro-2-metoxibenzoico |
| US5047581A (en) * | 1989-08-25 | 1991-09-10 | Fmc Corporation | Isolation of cis-isomers from isomeric mixtures of cis/transcyclopropanecarboxylates |
| CA2139638A1 (en) * | 1992-07-07 | 1994-01-20 | Nancy M. Gray | Methods of using (-) cisapride for the treatment of gastro-esophageal reflux disease and other disorders |
| EP0651639A4 (en) * | 1992-07-07 | 1996-06-26 | Sepracor Inc | METHODS OF USING CISAPRIDE (+) FOR THE TREATMENT OF GASTROSOPHAGIC REFLUX AND OTHER DISORDERS. |
| US5712293A (en) * | 1995-06-07 | 1998-01-27 | Sepracor, Inc. | Methods for treating gastro-esophageal reflux disease and other disorders associated with the digestive tract using optically pure (-) norcisapride |
| US5739151A (en) * | 1996-07-19 | 1998-04-14 | Sepracor Inc. | Method for treating emesis and central nervous system disorders using optically pure (+) norcisapride |
-
1997
- 1997-10-09 US US09/284,513 patent/US6218542B1/en not_active Expired - Fee Related
- 1997-10-09 JP JP10518028A patent/JP2001501960A/ja active Pending
- 1997-10-09 AT AT97913145T patent/ATE221049T1/de not_active IP Right Cessation
- 1997-10-09 AU AU50500/98A patent/AU5050098A/en not_active Abandoned
- 1997-10-09 DE DE69714279T patent/DE69714279T2/de not_active Expired - Fee Related
- 1997-10-09 CN CNB971987475A patent/CN1135222C/zh not_active Expired - Fee Related
- 1997-10-09 WO PCT/EP1997/005692 patent/WO1998016511A1/en not_active Ceased
- 1997-10-09 ES ES97913145T patent/ES2180032T3/es not_active Expired - Lifetime
- 1997-10-09 EP EP97913145A patent/EP0934272B1/en not_active Expired - Lifetime
- 1997-10-09 CA CA002263692A patent/CA2263692C/en not_active Expired - Fee Related
- 1997-10-09 KR KR10-1999-7001350A patent/KR100469030B1/ko not_active Expired - Fee Related
- 1997-10-14 ZA ZA979194A patent/ZA979194B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA979194B (en) | 1999-04-14 |
| DE69714279T2 (de) | 2003-03-06 |
| ATE221049T1 (de) | 2002-08-15 |
| AU5050098A (en) | 1998-05-11 |
| JP2001501960A (ja) | 2001-02-13 |
| EP0934272B1 (en) | 2002-07-24 |
| CN1135222C (zh) | 2004-01-21 |
| CA2263692C (en) | 2004-06-22 |
| EP0934272A1 (en) | 1999-08-11 |
| CN1233240A (zh) | 1999-10-27 |
| US6218542B1 (en) | 2001-04-17 |
| DE69714279D1 (de) | 2002-08-29 |
| KR20000035794A (ko) | 2000-06-26 |
| WO1998016511A1 (en) | 1998-04-23 |
| KR100469030B1 (ko) | 2005-01-31 |
| CA2263692A1 (en) | 1998-04-23 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| NZ336533A (en) | Process to prepare tolterodine using the intermediate 3,4-Dihydro-6-methyl-4-phenyl-2H-benzopyran-2-ol | |
| CA2356188A1 (en) | Method for the preparation of 5-cyanophthalide | |
| DK0938467T3 (da) | Fremgangsmåde til fremstilling af optisk rene isomerer af formoterol | |
| FI882884A7 (fi) | Alginaattien tai muiden uronihappoyhdisteiden muuntaminen CO2-käsittel yllä. | |
| ES2180032T3 (es) | Procedimiento para preparar un compuesto intermedio util en la sintesis de cisaprida. | |
| ES2067882T3 (es) | Procedimiento de preparacion de la 1-(2,3,4-trimetoxi-bencil)-piperacina mediante aminacion reductiva. | |
| GB0030171D0 (en) | Process for preparing isomers of salbutamol | |
| MY124026A (en) | Method for oligomerizing c6-olefins | |
| AU3345599A (en) | A process for preparing chiral (s)-2,3-disubstituted-1-propylamine derivatives | |
| ATE256664T1 (de) | Herstellung von (s)-decahydroisochinolin-3- carbonsäure-t-butylamid | |
| ES2074946A1 (es) | Nuevos compuestos derivados de la 1,2-etanodiamina-n,n,n',n'-tetrasustituida. | |
| MXPA05005571A (es) | Metodo para producir sales de tolperisona. | |
| ES8705464A1 (es) | Un procedimiento para la preparacion de nuevos peptidos. | |
| ES550781A0 (es) | Un procedimiento para preparar un derivado de 1-benzhidril--4-cinamilpiperazina | |
| KR880002825A (ko) | 치환된 인돌리논 유도체를 제조하는 방법 | |
| ES8403110A1 (es) | Un procedimiento para la preparacion de pirbuterol. | |
| DE3671746D1 (de) | Sulfinyl- und sulfonylsubstituierte 3-benzazepine. | |
| DK0452085T3 (da) | Fremgangsmåde til fremstilling af methylaminer | |
| RU95115550A (ru) | Новые циклопропилзамещенные соединения, способ их получения и применение | |
| ATE207482T1 (de) | Verfahren zur herstellung von n2-arylsulfonyl-l- argininamiden | |
| ES2013411A6 (es) | Procedimientos de preparacion de nuevos derivados de la 1-difenilmetilpiperidina. | |
| ES2059465T3 (es) | N,n'-bis(trans-4-isocianatociclohexil) urea, procedimiento para su preparacion y uso. | |
| KR860001184A (ko) | Pta-210 세포주를 이용한 인간성장 호르몬의 생산방법 | |
| PH25534A (en) | Alpha adrenergic receptor antagonists | |
| UA8285A (uk) | Спосіб одержання l-етилового ефіру n-ацетил 3,5-дійод-4-п-метоксифеноксифенілаланіну-реагента для синтезу l-трийодтироніну та l-тироксину |