FI94637B - Framställning av 2,6-dioxopiperidinderivat - Google Patents
Framställning av 2,6-dioxopiperidinderivat Download PDFInfo
- Publication number
- FI94637B FI94637B FI904673A FI904673A FI94637B FI 94637 B FI94637 B FI 94637B FI 904673 A FI904673 A FI 904673A FI 904673 A FI904673 A FI 904673A FI 94637 B FI94637 B FI 94637B
- Authority
- FI
- Finland
- Prior art keywords
- reaction
- process according
- alkyl
- potassium
- carbon atoms
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- C07D211/80—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 two double bonds between ring members or between ring members and non-ring members
- C07D211/84—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 two 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 directly attached to ring carbon atoms
- C07D211/86—Oxygen atoms
- C07D211/88—Oxygen atoms attached in positions 2 and 6, e.g. glutarimide
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Claims (9)
1. Förfarande för framställning av 3-alkyl- eller -fluoralkyl-3-(4-pyridyl)piperidin-2,6-dioner med formeln (1) r^H/Λ n,
0 N Ό H väri R betecknar en alkylgrupp med 2-10 kolatomer eller en fluoralkylgrupp med 2-5 kolatomer, och A betecknar väte eller en alkylgrupp med 1-4 kolatomer, utgäende frän ett 4-pyridylättik-syraderivat, kannetecknat av att en alkylester av 4-pyridylät-tiksyra med formeln (4) -O (4) VRS väri R5 betecknar en alkylgrupp och symbolen A har ovan angivna betydelse, alkyleras med en alkyl- eller fluoralkylhalogenid enligt formeln RX, varvid symbolen X betecknar jod, brom eller klor, i närvaro av en steriskt bulkig bas av en natrium-, ka-lium- eller ammoniumkatjon, varefter produkten frän denna alky-leringsreaktion omsättes med akrylamid i närvaro av en grenad natrium- eller kaliumalkoxid tills cykliseringen sker.
2. Förfarande enligt patentkrav l, kännetecknat av att alkyle-ringsreaktionen genomförs i närvaro av (a) en grenad natrium-eller kaliumalkoxid eller kvaternär ammoniumhydroxid eller (b) kaliumfluorid bunden vid aluminiumoxid.
3. Förfarande enligt patentkrav 1, kännetecknat av att bäde alkyleringsreaktionen och reaktionen med akrylamid genomförs i närvaro av ett natrium- eller kaliumsalt av en grenad alkoxid ·· med 3-5 kolatomer. 16 -.94637
4. Förfarande enligt patentkrav 3, kännetecknat av att den grenade alkoxiden utgörs av kalium-t-butoxid.
5. Förfarande enligt patentkrav 3 eller 4, kännetecknat av att alkyleringen och reaktionen med akrylamid genomförs successivt i samma reaktionskärl.
6. Förfarande enligt patentkrav 3, 4 eller 5, kännetecknat av att alkyleringen och reaktionen med akrylamid genomförs vid rumstemperatur i en alkohol eller ett polärt icke-protiskt lösningsmedel.
7. Förfarande enligt ndgot av föregäende patentkrav, känne-tecknat av att R betecknar en alkylgrupp med 2-8 kolatomer.
8. Förfarande enligt nägot av föregäende patentkrav, kanne-tecknat av att X betecknar jod.
9. Förfarande enligt patentkrav 8, kännetecknat av att i alky-leringsreaktionen basen upplöses i 4-pyridylättiksyraestern och jodiden tillsättes denna lösning. • · f « « «
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8825501 | 1985-11-01 | ||
| GB888806751A GB8806751D0 (en) | 1988-03-22 | 1988-03-22 | Preparation of 2 6-dioxopiperidine derivatives |
| GB8806751 | 1988-03-22 | ||
| GB888825501A GB8825501D0 (en) | 1988-11-01 | 1988-11-01 | Improvements relating to preparation of 2 6-dioxopiperidine derivatives |
| GB8900308 | 1989-03-22 | ||
| PCT/GB1989/000308 WO1989009216A1 (en) | 1988-03-22 | 1989-03-22 | Preparation of 2,6-dioxopiperidine derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI904673A0 FI904673A0 (sv) | 1990-09-21 |
| FI94637B true FI94637B (sv) | 1995-06-30 |
| FI94637C FI94637C (sv) | 1995-10-10 |
Family
ID=26293668
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI904673A FI94637C (sv) | 1988-03-22 | 1990-09-21 | Framställning av 2,6-dioxopiperidinderivat |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US5112976A (sv) |
| EP (1) | EP0334633B1 (sv) |
| JP (1) | JPH03503891A (sv) |
| KR (1) | KR920003803B1 (sv) |
| AU (1) | AU621602B2 (sv) |
| CA (1) | CA1335290C (sv) |
| DE (1) | DE68906449T2 (sv) |
| DK (1) | DK171067B1 (sv) |
| FI (1) | FI94637C (sv) |
| GB (1) | GB2216524B (sv) |
| IE (1) | IE64347B1 (sv) |
| IL (1) | IL89631A (sv) |
| NO (1) | NO176211C (sv) |
| WO (1) | WO1989009216A1 (sv) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9602516D0 (en) * | 1996-02-08 | 1996-04-10 | Chiroscience Ltd | Racemisation |
| KR970061867A (ko) * | 1996-02-23 | 1997-09-12 | 박민수 | 글루탐산 유도체, 그의 약제학적으로 허용가능한 염 및 이를 유효성분으루 함유하는 항경련제 |
| US9777116B2 (en) | 2014-10-16 | 2017-10-03 | International Business Machines Corporation | Porous/nanoporous PHT |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2673205A (en) * | 1951-02-13 | 1954-03-23 | Ciba Pharm Prod Inc | 3-disubstituted dioxopiperidines and the manufacture thereof |
| US2848455A (en) * | 1955-07-18 | 1958-08-19 | Ciba Pharm Prod Inc | Alpha-(p-amino-phenyl)-alpha-lower alkyl glutarimides |
| GB8332954D0 (en) * | 1983-12-09 | 1984-01-18 | Foster A B | A 2,6-dioxopiperidine derivative and pharmaceutical compositions |
| GB2151226B (en) * | 1983-12-09 | 1987-04-01 | Nationl Research Dev Corp | 2, 6-dioxopiperidine derivatives, their preparation and pharmaceutical compositions containing them |
| US4668689A (en) * | 1984-07-19 | 1987-05-26 | National Research Development Corporation | Glutarimide derivatives for treating oestrogen-dependent tumors |
-
1989
- 1989-03-16 IL IL89631A patent/IL89631A/xx not_active IP Right Cessation
- 1989-03-20 IE IE86789A patent/IE64347B1/en not_active IP Right Cessation
- 1989-03-21 CA CA000594265A patent/CA1335290C/en not_active Expired - Fee Related
- 1989-03-22 DE DE8989302841T patent/DE68906449T2/de not_active Expired - Fee Related
- 1989-03-22 AU AU33458/89A patent/AU621602B2/en not_active Ceased
- 1989-03-22 WO PCT/GB1989/000308 patent/WO1989009216A1/en active IP Right Grant
- 1989-03-22 EP EP89302841A patent/EP0334633B1/en not_active Expired - Lifetime
- 1989-03-22 KR KR1019890003564A patent/KR920003803B1/ko not_active IP Right Cessation
- 1989-03-22 JP JP1503628A patent/JPH03503891A/ja active Pending
- 1989-03-22 GB GB8906580A patent/GB2216524B/en not_active Expired - Fee Related
- 1989-05-10 US US07/701,641 patent/US5112976A/en not_active Expired - Fee Related
-
1990
- 1990-09-20 NO NO904108A patent/NO176211C/no unknown
- 1990-09-21 FI FI904673A patent/FI94637C/sv not_active IP Right Cessation
- 1990-09-21 DK DK228990A patent/DK171067B1/da not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FI904673A0 (sv) | 1990-09-21 |
| IL89631A (en) | 1993-05-13 |
| KR890014518A (ko) | 1989-10-24 |
| DE68906449D1 (de) | 1993-06-17 |
| WO1989009216A1 (en) | 1989-10-05 |
| JPH03503891A (ja) | 1991-08-29 |
| GB2216524A (en) | 1989-10-11 |
| NO176211B (no) | 1994-11-14 |
| GB8906580D0 (en) | 1989-05-04 |
| DK228990A (da) | 1990-09-21 |
| FI94637C (sv) | 1995-10-10 |
| AU3345889A (en) | 1989-10-16 |
| NO176211C (no) | 1995-02-22 |
| GB2216524B (en) | 1991-06-12 |
| IL89631A0 (en) | 1989-09-10 |
| DK171067B1 (da) | 1996-05-20 |
| KR920003803B1 (ko) | 1992-05-15 |
| IE64347B1 (en) | 1995-07-26 |
| DK228990D0 (da) | 1990-09-21 |
| EP0334633B1 (en) | 1993-05-12 |
| NO904108D0 (no) | 1990-09-20 |
| AU621602B2 (en) | 1992-03-19 |
| EP0334633A1 (en) | 1989-09-27 |
| IE890867L (en) | 1989-09-22 |
| CA1335290C (en) | 1995-04-18 |
| US5112976A (en) | 1992-05-12 |
| NO904108L (no) | 1990-09-20 |
| DE68906449T2 (de) | 1993-09-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GB | Transfer or assigment of application |
Owner name: BRITISH TECHNOLOGY GROUP LIMITED |
|
| BB | Publication of examined application | ||
| MM | Patent lapsed |
Owner name: BRITISH TECHNOLOGY GROUP LTD |