FR2380257A1 - Procede de preparation de derives de pyrrolidine - Google Patents
Procede de preparation de derives de pyrrolidineInfo
- Publication number
- FR2380257A1 FR2380257A1 FR7803961A FR7803961A FR2380257A1 FR 2380257 A1 FR2380257 A1 FR 2380257A1 FR 7803961 A FR7803961 A FR 7803961A FR 7803961 A FR7803961 A FR 7803961A FR 2380257 A1 FR2380257 A1 FR 2380257A1
- Authority
- FR
- France
- Prior art keywords
- pyrrolidine derivatives
- reacting
- present
- preparing pyrrolidine
- derivative
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B43—WRITING OR DRAWING IMPLEMENTS; BUREAU ACCESSORIES
- B43K—IMPLEMENTS FOR WRITING OR DRAWING
- B43K24/00—Mechanisms for selecting, projecting, retracting or locking writing units
- B43K24/02—Mechanisms for selecting, projecting, retracting or locking writing units for locking a single writing unit in only fully projected or retracted positions
- B43K24/08—Mechanisms for selecting, projecting, retracting or locking writing units for locking a single writing unit in only fully projected or retracted positions operated by push-buttons
- B43K24/084—Mechanisms for selecting, projecting, retracting or locking writing units for locking a single writing unit in only fully projected or retracted positions operated by push-buttons with saw-like or analogous cams
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J115/00—Adhesives based on rubber derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
La présente invention a pour objet un procédé de préparation de dérivés de pyrrolidine. Elle consiste à faire réagir l'acide hydroxyburytique, dans des conditions anhydres, avec un agent de silylation, à cycliser par chauffage, puis à faire réagir en présence d'un hydrure alcalin le produit obtenu avec un halogénure d'un ester acide aliphatique de façons à obtenir un dérivé silylé, lequel est hydrolysé pour donner un dérivé 4-hydroxy que l'on fait réagir avec une amine. Le procédé selon la présente invention conduit à des composés ayant une activité pharmacologique.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT20227/77A IT1075280B (it) | 1977-02-11 | 1977-02-11 | Procedimento per la preparazione di derivati pirrolidinici |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2380257A1 true FR2380257A1 (fr) | 1978-09-08 |
FR2380257B1 FR2380257B1 (fr) | 1981-11-20 |
Family
ID=11164931
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7803961A Granted FR2380257A1 (fr) | 1977-02-11 | 1978-02-13 | Procede de preparation de derives de pyrrolidine |
Country Status (26)
Country | Link |
---|---|
US (1) | US4173569A (fr) |
JP (1) | JPS53101367A (fr) |
AR (1) | AR223958A1 (fr) |
AT (1) | AT362782B (fr) |
AU (1) | AU513992B2 (fr) |
BE (1) | BE863883A (fr) |
CA (1) | CA1087200A (fr) |
CH (1) | CH637928A5 (fr) |
CS (1) | CS214800B2 (fr) |
DE (2) | DE2758937A1 (fr) |
DK (1) | DK155733C (fr) |
ES (1) | ES466856A1 (fr) |
FI (1) | FI67695C (fr) |
FR (1) | FR2380257A1 (fr) |
GB (1) | GB1588075A (fr) |
HU (1) | HU178587B (fr) |
IN (1) | IN148327B (fr) |
IT (1) | IT1075280B (fr) |
MX (1) | MX5950E (fr) |
NL (1) | NL190412C (fr) |
NO (1) | NO148148C (fr) |
NZ (1) | NZ186431A (fr) |
PL (1) | PL112858B1 (fr) |
PT (1) | PT67642A (fr) |
SU (1) | SU755195A3 (fr) |
YU (1) | YU40321B (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0223328A1 (fr) | 1985-07-26 | 1987-05-27 | Denki Kagaku Kogyo Kabushiki Kaisha | Procédé de préparation d'oxiracetam |
EP0296978A2 (fr) * | 1987-06-25 | 1988-12-28 | Roussel-Uclaf | Nouveaux dérivés de 1-benzyl 2-oxo 5-alcoxy pyrrolidine, leur procédé de préparation, leur application comme médicaments et les compositions les renfermant |
EP0713866A1 (fr) * | 1994-11-24 | 1996-05-29 | Tanabe Seiyaku Co., Ltd. | Procédé de préparation de dérivés de la 4-mercaptopyrrolidine |
Families Citing this family (37)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT1141287B (it) * | 1979-06-13 | 1986-10-01 | Nattermann A & Cie | Ammidi di acidi pirrolidin-(2)-on-(1)-ilalchil-carbossilici,procedimento per la loro preparazione e prodotti medicinali che le contengono |
FR2515179A1 (fr) * | 1981-07-24 | 1983-04-29 | Hoffmann La Roche | Derives de pyrrolidine, leur procede de preparation, les intermediaires pour leur synthese et leur application therapeutique |
IT1206699B (it) * | 1984-02-27 | 1989-04-27 | Isf Spa | Procedimento per preparare derivati di pirrolidone. |
IT1173768B (it) * | 1984-04-02 | 1987-06-24 | Isf Spa | Procedimento di preparazione di derivati 1-carbamoilmetilici di 4-idrossi-2-osso-pirrolidina nonche' di intermedi per ottenere tali composti |
CH666483A5 (de) * | 1985-01-16 | 1988-07-29 | Lonza Ag | Verfahren zur herstellung von thiotetronsaeure. |
CH668423A5 (de) * | 1986-06-19 | 1988-12-30 | Lonza Ag | Verfahren zur herstellung von 4-alkoxy-3-pyrrolin-2-onen. |
IL80071A0 (en) * | 1985-09-24 | 1986-12-31 | Lonza Ag | Pyrrolidine acetamide derivatives |
HU195773B (en) * | 1985-09-24 | 1988-07-28 | Lonza Ag | Process for preparing alkyl esters of 4-alkoxy-3-pyrrolin-2-on-1-yl-acetic acid |
CH666891A5 (de) * | 1985-11-26 | 1988-08-31 | Lonza Ag | 4-alkoxy-2-oxo-pyrrolidin-1-yl-essigsaeure-c(1)-c(4)-alkylester, deren herstellung und verwendung. |
CH668424A5 (de) * | 1986-06-26 | 1988-12-30 | Lonza Ag | 4-benzyloxy-3-pyrrolin-2-on-l-yl-acetamid, dessen herstellung und verwendung. |
CH668422A5 (de) * | 1986-06-26 | 1988-12-30 | Lonza Ag | 4-benzyloxy-3-pyrrolin-2-on, dessen herstellung und verwendung zur synthese von tetramsaeure. |
CH667655A5 (de) * | 1986-09-24 | 1988-10-31 | Lonza Ag | Verfahren zur herstellung von 4-alkoxy-2(5h)-thiophenonen. |
CH670644A5 (fr) * | 1986-12-18 | 1989-06-30 | Lonza Ag | |
DE3813416A1 (de) * | 1988-04-21 | 1989-11-02 | Hoechst Ag | 3,4-dihydroxypyrrolidin-2-on-derivate, verfahren zu ihrer herstellung, diese enthaltende mittel und ihre verwendung sowie die bei der herstellung anfallenden neuen zwischenprodukte |
ATE124396T1 (de) * | 1988-09-06 | 1995-07-15 | Lonza Ag | Verfahren zur herstellung von 5- alkyltetramsäuren. |
FI95034C (fi) * | 1989-03-15 | 1995-12-11 | Lonza Ag | Menetelmä 1,3-substituoidun tetrahydro-1H-tieno/3,4-d/-imidatsol-2(3H)-on-4-ylideenipentaanihappoesterin valmistamiseksi |
CH680293A5 (fr) * | 1990-06-26 | 1992-07-31 | Lonza Ag | |
GB9121289D0 (en) * | 1991-10-08 | 1991-11-20 | Isf Spa | Composition and use |
US5679798A (en) * | 1996-11-22 | 1997-10-21 | Mona Industries, Inc. | Silicone monomers having a carboxyl functional group thereon |
EP1314736A3 (fr) * | 1996-11-22 | 2004-01-02 | Mona Industries, Inc. | Monomères et oligomères à silicone contenant un groupe fonctionnel carboxyle |
KR100424393B1 (ko) * | 2001-11-26 | 2004-03-24 | 한국화학연구원 | 옥시라세탐의 제조방법 |
JP4378326B2 (ja) * | 2005-07-26 | 2009-12-02 | キヤノン株式会社 | 駆動装置及び光量調節装置 |
BRPI0920342A2 (pt) | 2008-10-16 | 2020-06-23 | The Johns Hopkins University | Uso de um inibidor da proteína vesicular sináptica 2a (sv2a) ou um sal farmaceuticamente aceitável do mesmo, composição farmacêutica para melhora da função cognitiva, uso de levitiracetam ou um sal farmaceuticamente aceitável do mesmo, uso de brivaracetam ou um sal farmaceuticamente aceitável do mesmo, uso do seletracetam ou um sal farmaceuticamente aceitável do mesmo |
CN101747259B (zh) * | 2008-12-18 | 2012-02-15 | 北京大学 | 氮杂糖类化合物及其合成方法及应用 |
CN101575309B (zh) * | 2009-04-28 | 2011-05-18 | 中国医药集团总公司四川抗菌素工业研究所 | 合成(s)-奥拉西坦的方法 |
CN101704778B (zh) * | 2009-09-30 | 2012-10-17 | 厦门市华兴化工有限公司 | 一种制备4-羟基吡咯烷酮-2-乙酰胺的方法 |
WO2014078568A1 (fr) | 2012-11-14 | 2014-05-22 | The Johns Hopkins University | Méthodes et compositions pour le traitement de la schizophrénie |
EP3827820A1 (fr) | 2013-03-15 | 2021-06-02 | The Johns Hopkins University | Brivaracetam pour améliorer la fonction cognitive |
US11160785B2 (en) | 2013-03-15 | 2021-11-02 | Agenebio Inc. | Methods and compositions for improving cognitive function |
CN104513189B (zh) * | 2014-12-19 | 2017-07-28 | 深圳市海滨制药有限公司 | 一种奥拉西坦中间体及其制备方法和应用 |
WO2016184381A1 (fr) * | 2015-05-18 | 2016-11-24 | 重庆润泽医药有限公司 | Utilisation d'oxiracétam dextrogyre dans le domaine pharmaceutique |
BR112017025031B1 (pt) | 2015-05-22 | 2023-03-21 | Agenebio, Inc | Composições farmacêuticas de liberação prolongada de levetiracetam |
KR20190052127A (ko) * | 2016-10-24 | 2019-05-15 | 충칭 룬즈 파마슈티컬 컴퍼니 리미티드. | (r)-4-하이드록시-2-옥소-1-피롤리딘아세트아미드의 결정형, 그의 제조 방법 및 그의 용도 |
CN107973739B (zh) * | 2016-10-24 | 2020-03-20 | 重庆润泽医药有限公司 | 右旋奥拉西坦晶型ii及其制备方法和用途 |
JP2019531314A (ja) | 2016-10-24 | 2019-10-31 | チョンキン ランゼ ファーマスーティカル カンパニー リミテッド | 右旋性オキシラセタムの新しい結晶型、調製方法、用途 |
CN108299267A (zh) | 2017-01-12 | 2018-07-20 | 重庆润泽医药有限公司 | (r)-4-羟基-2-氧-1-吡咯烷乙酰胺的晶型及其制备方法和用途 |
CN114621128A (zh) * | 2022-03-10 | 2022-06-14 | 成都百途医药科技有限公司 | 一种(s)-奥拉西坦的制备方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2320741A1 (fr) * | 1975-08-13 | 1977-03-11 | Isf Spa | Derives pyrrolidiniques et leur application pharmacologique |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NZ181727A (en) | 1975-08-13 | 1978-03-06 | Isf Spa | Pyrroline-2-one derivatives and pharmaceutical compositions |
-
1977
- 1977-02-11 IT IT20227/77A patent/IT1075280B/it active Protection Beyond IP Right Term
- 1977-12-30 DE DE19772758937 patent/DE2758937A1/de active Granted
- 1977-12-30 DE DE19772758939 patent/DE2758939A1/de not_active Withdrawn
-
1978
- 1978-02-08 GB GB5046/78A patent/GB1588075A/en not_active Expired
- 1978-02-08 AR AR271030A patent/AR223958A1/es active
- 1978-02-08 FI FI780407A patent/FI67695C/fi not_active IP Right Cessation
- 1978-02-08 AU AU33091/78A patent/AU513992B2/en not_active Expired
- 1978-02-08 US US05/876,169 patent/US4173569A/en not_active Expired - Lifetime
- 1978-02-08 AT AT0088878A patent/AT362782B/de not_active IP Right Cessation
- 1978-02-08 IN IN104/DEL/78A patent/IN148327B/en unknown
- 1978-02-08 CS CS78816A patent/CS214800B2/cs unknown
- 1978-02-09 NL NLAANVRAGE7801500,A patent/NL190412C/xx not_active IP Right Cessation
- 1978-02-09 PT PT67642A patent/PT67642A/pt unknown
- 1978-02-09 NZ NZ186431A patent/NZ186431A/xx unknown
- 1978-02-09 MX MX786832U patent/MX5950E/es unknown
- 1978-02-09 YU YU302/78A patent/YU40321B/xx unknown
- 1978-02-09 CA CA296,540A patent/CA1087200A/fr not_active Expired
- 1978-02-09 HU HU78IE824A patent/HU178587B/hu not_active IP Right Cessation
- 1978-02-09 CH CH145778A patent/CH637928A5/de not_active IP Right Cessation
- 1978-02-10 PL PL1978204549A patent/PL112858B1/pl unknown
- 1978-02-10 NO NO780464A patent/NO148148C/no unknown
- 1978-02-10 SU SU782577623A patent/SU755195A3/ru active
- 1978-02-10 JP JP1484478A patent/JPS53101367A/ja active Granted
- 1978-02-10 ES ES466856A patent/ES466856A1/es not_active Expired
- 1978-02-10 BE BE185100A patent/BE863883A/fr not_active IP Right Cessation
- 1978-02-10 DK DK063178A patent/DK155733C/da not_active IP Right Cessation
- 1978-02-13 FR FR7803961A patent/FR2380257A1/fr active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2320741A1 (fr) * | 1975-08-13 | 1977-03-11 | Isf Spa | Derives pyrrolidiniques et leur application pharmacologique |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0223328A1 (fr) | 1985-07-26 | 1987-05-27 | Denki Kagaku Kogyo Kabushiki Kaisha | Procédé de préparation d'oxiracetam |
EP0296978A2 (fr) * | 1987-06-25 | 1988-12-28 | Roussel-Uclaf | Nouveaux dérivés de 1-benzyl 2-oxo 5-alcoxy pyrrolidine, leur procédé de préparation, leur application comme médicaments et les compositions les renfermant |
EP0296978A3 (en) * | 1987-06-25 | 1989-08-09 | Roussel-Uclaf | 1-benzyl 2-oxo 5-alkoxy pyrrolidine derivatives, process for their preparation, compositions containing them and their use in medicines |
EP0713866A1 (fr) * | 1994-11-24 | 1996-05-29 | Tanabe Seiyaku Co., Ltd. | Procédé de préparation de dérivés de la 4-mercaptopyrrolidine |
US5629419A (en) * | 1994-11-24 | 1997-05-13 | Tanabe Seiyaku Co., Ltd. | Process for preparing 4-mercaptopyrrolidine intermediate compounds and a process for their use in preparing carbapenem -2-em-3 carboxylic acids |
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