AR008174A1 - Un procedimiento para preparar 1-butil-4-piperidinmetilamina - Google Patents
Un procedimiento para preparar 1-butil-4-piperidinmetilaminaInfo
- Publication number
- AR008174A1 AR008174A1 ARP970104108A ARP970104108A AR008174A1 AR 008174 A1 AR008174 A1 AR 008174A1 AR P970104108 A ARP970104108 A AR P970104108A AR P970104108 A ARP970104108 A AR P970104108A AR 008174 A1 AR008174 A1 AR 008174A1
- Authority
- AR
- Argentina
- Prior art keywords
- butyl
- procedure
- piperidinemethylamine
- oxazino
- piperidinecarboxamide
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- SXSSVNBOMMHRRB-UHFFFAOYSA-N (1-butylpiperidin-4-yl)methanamine Chemical compound CCCCN1CCC(CN)CC1 SXSSVNBOMMHRRB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 abstract 1
- -1 1-n-butyl-4-piperidinyl Chemical group 0.000 abstract 1
- ADDHGWQXAWKIIL-UHFFFAOYSA-N 3,4-dihydro-2h-[1,3]oxazino[3,2-a]indole Chemical compound C1=CC=C2N(CCCO3)C3=CC2=C1 ADDHGWQXAWKIIL-UHFFFAOYSA-N 0.000 abstract 1
- DPBWFNDFMCCGGJ-UHFFFAOYSA-N 4-Piperidine carboxamide Chemical compound NC(=O)C1CCNCC1 DPBWFNDFMCCGGJ-UHFFFAOYSA-N 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 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
- C07D211/08—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/26—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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Optical Couplings Of Light Guides (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Un procedimiento para preparar 1-butil-4-piperidinilmetilamina que es útil para la preparación de compuestos que tienen actividad farmacológico, quecomprende: i) la reacción de 4-piperidincarboxamida y 1-bromobutano para dar el derivado N-butílicod e 4-piperidincarboxamida; seguido por ii) reducción conLiAIH4, caracterizado porque las reacciones y ii) son realizadas en tolueno como disolvente. También se refiere a un procedimiento para preparar 1-butil-4-piperidinmetilamina y N-[(1-nbutil- 4-piperidinil)metil]-3,4-dihidro-2H-[1,3] oxazino[3,2-ajindol-10-carboxamida, preparado por el procedimiento que consisteen obtener 1-butil-4-piperidinmetilamina por el procedimiento antes expuesto seguido por acoplamiento con underivado del ác ido indo-3-carboxílico apropiadoy a continuación, si es necesario, convirtiendo el indol y/o los sustituyentes con la inclusión de la ciclación a 3,4-dihidro-2H-(1,3)oxazino(3,2-a)indol; ytambién dicho compuesto.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9618967.5A GB9618967D0 (en) | 1996-09-11 | 1996-09-11 | Pharmaceuticals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR008174A1 true AR008174A1 (es) | 1999-12-09 |
Family
ID=10799764
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP970104108A AR008174A1 (es) | 1996-09-11 | 1997-09-09 | Un procedimiento para preparar 1-butil-4-piperidinmetilamina |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US6331631B1 (es) |
| EP (1) | EP0927163B1 (es) |
| JP (2) | JP3748570B2 (es) |
| KR (1) | KR100525703B1 (es) |
| CN (1) | CN1102927C (es) |
| AR (1) | AR008174A1 (es) |
| AT (1) | ATE358121T1 (es) |
| AU (1) | AU725210B2 (es) |
| BR (1) | BR9712014A (es) |
| CA (1) | CA2266468C (es) |
| CO (1) | CO4930263A1 (es) |
| CY (1) | CY2590B2 (es) |
| CZ (1) | CZ290932B6 (es) |
| DE (1) | DE69737529T2 (es) |
| DK (1) | DK0927163T3 (es) |
| ES (1) | ES2285732T3 (es) |
| GB (1) | GB9618967D0 (es) |
| HK (1) | HK1020963A1 (es) |
| HU (1) | HUP9904155A3 (es) |
| IL (1) | IL128785A0 (es) |
| NO (1) | NO312587B1 (es) |
| NZ (1) | NZ334272A (es) |
| PL (1) | PL191373B1 (es) |
| PT (1) | PT927163E (es) |
| SA (1) | SA97180387B1 (es) |
| SI (1) | SI0927163T1 (es) |
| TR (1) | TR199900493T2 (es) |
| TW (1) | TW432048B (es) |
| WO (1) | WO1998011067A1 (es) |
| ZA (1) | ZA978087B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9618967D0 (en) * | 1996-09-11 | 1996-10-23 | Smithkline Beecham Plc | Pharmaceuticals |
| US20020091271A1 (en) | 1998-07-16 | 2002-07-11 | Smithkline Beecham Plc | Process for the preparation of an indole derivative |
| GB0211230D0 (en) | 2002-05-16 | 2002-06-26 | Medinnova Sf | Treatment of heart failure |
| CN104557672B (zh) * | 2015-01-26 | 2016-09-21 | 湖南华腾制药有限公司 | 一种1位取代哌啶衍生物的制备方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5821904B2 (ja) * | 1975-04-04 | 1983-05-04 | 住友化学工業株式会社 | シンキナメタノ−アントラセンユウドウタイノセイゾウホウホウ |
| ZA899436B (en) * | 1988-12-12 | 1990-08-29 | Ciba Geigy | Piperidine derivatives |
| AT394715B (de) * | 1990-08-14 | 1992-06-10 | Chemie Linz Gmbh | Verfahren zur n-alkylierung von harnstoffen |
| DK0604494T3 (da) * | 1991-09-12 | 1999-11-29 | Smithkline Beecham Plc | 5-HT4-receptorantagonister |
| MA22647A1 (fr) * | 1991-09-14 | 1993-04-01 | Smithkline Beecham Plc | Procede de preparation d'un ester ou d'un amide d'un nouveau produit . |
| HU219121B (hu) * | 1992-03-12 | 2001-02-28 | Smithkline Beecham Plc. | Kondenzált indolszármazékok, eljárás előállításukra és ezeket tartalmazó 5-HT4-receptor antagonista hatású gyógyászati készítmények |
| GB9209687D0 (en) * | 1992-05-06 | 1992-06-17 | Smithkline Beecham Plc | Novel process |
| JPH08502283A (ja) * | 1992-10-16 | 1996-03-12 | スミスクライン・ビーチャム・パブリック・リミテッド・カンパニー | ５−ｈｔ▲下４▼レセプターアンタゴニスト用の縮合環系ｎ−アルキルピペリジニル−４−メチルカルボン酸エステル／アミド |
| DE4427836A1 (de) * | 1994-08-05 | 1996-02-08 | Hoechst Ag | Verbindungen aus der Reihe der Phosphane, Verfahren zu ihrer Herstellung sowie ihre Verwendung |
| WO1996038420A1 (fr) * | 1995-05-31 | 1996-12-05 | Nisshin Flour Milling Co., Ltd. | Derives de l'indazole a groupe amino monocyclique |
| GB9618967D0 (en) * | 1996-09-11 | 1996-10-23 | Smithkline Beecham Plc | Pharmaceuticals |
-
1996
- 1996-09-11 GB GBGB9618967.5A patent/GB9618967D0/en active Pending
-
1997
- 1997-09-04 CO CO97051291A patent/CO4930263A1/es unknown
- 1997-09-09 EP EP97910322A patent/EP0927163B1/en not_active Expired - Lifetime
- 1997-09-09 ES ES97910322T patent/ES2285732T3/es not_active Expired - Lifetime
- 1997-09-09 AR ARP970104108A patent/AR008174A1/es active IP Right Grant
- 1997-09-09 WO PCT/EP1997/005167 patent/WO1998011067A1/en active IP Right Grant
- 1997-09-09 BR BR9712014A patent/BR9712014A/pt active Search and Examination
- 1997-09-09 JP JP51328398A patent/JP3748570B2/ja not_active Expired - Fee Related
- 1997-09-09 DK DK97910322T patent/DK0927163T3/da active
- 1997-09-09 PT PT97910322T patent/PT927163E/pt unknown
- 1997-09-09 AU AU47764/97A patent/AU725210B2/en not_active Ceased
- 1997-09-09 CZ CZ1999809A patent/CZ290932B6/cs not_active IP Right Cessation
- 1997-09-09 SI SI9730763T patent/SI0927163T1/sl unknown
- 1997-09-09 KR KR10-1999-7001990A patent/KR100525703B1/ko not_active IP Right Cessation
- 1997-09-09 TR TR1999/00493T patent/TR199900493T2/xx unknown
- 1997-09-09 AT AT97910322T patent/ATE358121T1/de active
- 1997-09-09 PL PL332088A patent/PL191373B1/pl not_active IP Right Cessation
- 1997-09-09 CA CA002266468A patent/CA2266468C/en not_active Expired - Fee Related
- 1997-09-09 CN CN97197756A patent/CN1102927C/zh not_active Expired - Fee Related
- 1997-09-09 NZ NZ334272A patent/NZ334272A/xx unknown
- 1997-09-09 HU HU9904155A patent/HUP9904155A3/hu unknown
- 1997-09-09 ZA ZA978087A patent/ZA978087B/xx unknown
- 1997-09-09 DE DE69737529T patent/DE69737529T2/de not_active Expired - Lifetime
- 1997-09-09 IL IL12878597A patent/IL128785A0/xx not_active IP Right Cessation
- 1997-09-10 TW TW086113072A patent/TW432048B/zh not_active IP Right Cessation
- 1997-09-10 SA SA97180387A patent/SA97180387B1/ar unknown
-
1999
- 1999-03-10 NO NO19991148A patent/NO312587B1/no not_active IP Right Cessation
-
2000
- 2000-01-04 HK HK00100041A patent/HK1020963A1/xx not_active IP Right Cessation
- 2000-08-22 US US09/643,644 patent/US6331631B1/en not_active Expired - Fee Related
-
2004
- 2004-12-28 JP JP2004380260A patent/JP2005220126A/ja active Pending
-
2008
- 2008-02-29 CY CY0800005A patent/CY2590B2/xx unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |