RU2007116248A - Способ получения производных 3-аминопиперидина - Google Patents
Способ получения производных 3-аминопиперидина Download PDFInfo
- Publication number
- RU2007116248A RU2007116248A RU2007116248/04A RU2007116248A RU2007116248A RU 2007116248 A RU2007116248 A RU 2007116248A RU 2007116248/04 A RU2007116248/04 A RU 2007116248/04A RU 2007116248 A RU2007116248 A RU 2007116248A RU 2007116248 A RU2007116248 A RU 2007116248A
- Authority
- RU
- Russia
- Prior art keywords
- formula
- compound
- alkyl
- comprises forming
- reacting
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- PEUGKEHLRUVPAN-UHFFFAOYSA-N piperidin-3-amine Chemical class NC1CCCNC1 PEUGKEHLRUVPAN-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 15
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 9
- 238000000034 method Methods 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- 238000006056 electrooxidation reaction Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4453—Non condensed piperidines, e.g. piperocaine only substituted in position 1, e.g. propipocaine, diperodon
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4462—Non condensed piperidines, e.g. piperocaine only substituted in position 3
-
- 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
- C07D211/40—Oxygen atoms
- C07D211/42—Oxygen atoms attached in position 3 or 5
-
- 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
-
- 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
- C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—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 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, directly attached to ring carbon atoms
- C07D211/74—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (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)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
Claims (7)
1. Способ получения соединения формулы (Ia)
где R1 представляет (С1-С6)алкил;
R2 представляет собой водород, (С1-С6)алкил;
R3 представляет собой водород, (С1-С6)алкил;
R4 представляет собой (С1-С6)алкил;
n принимает значение 1, 2, 3 или 4;
который включает взаимодействие NHR2R3, N(CH3)R2H или N(CH2CH3)R2H с соединением формулы (IIa)
и восстановление полученного соединения с помощью восстановителя.
2. Способ по п.1, который дополнительно включает образование соединения формулы (IIa) взаимодействием соединения формулы R4OH, воды или диметиламина и соединения формулы (IIIa)
в которой R5 представляет собой СО(С1-С6)алкил.
3. Способ по п.2, который дополнительно включает образование соединения формулы (IIIa) нагреванием соединения формулы (IVa)
с соединением формулы (С1-С6)алкил-(С=О)-О-(С=О)-(С1-С6)алкил.
4. Способ по п.3, который дополнительно включает образование соединения формулы (IVa) окислением соединения формулы (Va)
в соответствующих условиях окисления, а именно в условиях электрохимического окисления.
5. Способ по п.4, который дополнительно включает образование соединения формулы (Va) взаимодействием соединения формулы WCO2R4 и соединения формулы (VIa)
в которой W представляет собой галоген.
6. Способ по п.1, где соединение формулы (Ia) соответствует стереохимической формуле (Ia-1)
R1 представляет собой (С1-С6)алкил; n принимает значение, равное единице; R2 и R3 каждый представляет собой водород или (С1-С6)алкил; и R4 представляет собой (С1-С6)алкил.
7. Способ по п.1, в котором восстановитель представляет собой борогидрид.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42832402P | 2002-11-21 | 2002-11-21 | |
| US60/428,324 | 2002-11-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2007116248A true RU2007116248A (ru) | 2008-11-10 |
Family
ID=32326635
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005115500/04A RU2309147C9 (ru) | 2002-11-21 | 2003-11-10 | Производные 3-аминопиперидина и способы их получения |
| RU2007116248/04A RU2007116248A (ru) | 2002-11-21 | 2007-04-28 | Способ получения производных 3-аминопиперидина |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005115500/04A RU2309147C9 (ru) | 2002-11-21 | 2003-11-10 | Производные 3-аминопиперидина и способы их получения |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7084277B2 (ru) |
| EP (1) | EP1572649A2 (ru) |
| JP (1) | JP2006508976A (ru) |
| KR (2) | KR100678800B1 (ru) |
| CN (2) | CN101353321A (ru) |
| AU (1) | AU2003278529A1 (ru) |
| BR (1) | BR0316470A (ru) |
| CA (1) | CA2506016C (ru) |
| MX (1) | MXPA05005403A (ru) |
| PL (1) | PL377791A1 (ru) |
| RS (1) | RS20050380A (ru) |
| RU (2) | RU2309147C9 (ru) |
| WO (1) | WO2004046112A2 (ru) |
| ZA (1) | ZA200504068B (ru) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GEP20053479B (en) | 1999-12-10 | 2005-03-25 | Pfizer Prod Inc | Pyrrolo[2,3-d]Pyrimidine Compounds, Pharmaceutical Composition Containing the Same and Use |
| TWI329105B (en) | 2002-02-01 | 2010-08-21 | Rigel Pharmaceuticals Inc | 2,4-pyrimidinediamine compounds and their uses |
| RS51752B (sr) | 2002-07-29 | 2011-12-31 | Rigel Pharmaceuticals | Metode tretiranja i prevencije autoimunih oboljenja jedinjenjima 2,4-pirimidindiamina |
| HRP20130602T1 (en) | 2003-07-30 | 2013-07-31 | Rigel Pharmaceuticals, Inc. | 2,4-pyrimidinediamine compounds for use in the treatment or prevention of autoimmune diseases |
| KR20070006889A (ko) * | 2004-05-03 | 2007-01-11 | 노파르티스 아게 | Ｓ1ｐ 수용체 작용제 및 ｊａｋ3 키나제 억제제를 포함하는조합물 |
| US20070203161A1 (en) | 2006-02-24 | 2007-08-30 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| CA2608367C (en) | 2005-06-08 | 2014-08-19 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| RU2384583C2 (ru) | 2005-07-29 | 2010-03-20 | Пфайзер Продактс Инк. | ПИРРОЛО[2,3-d]ПИРИМИДИНОВЫЕ ПРОИЗВОДНЫЕ, ПРОМЕЖУТОЧНЫЕ СОЕДИНЕНИЯ И СИНТЕЗ |
| ES2622493T3 (es) | 2006-02-24 | 2017-07-06 | Rigel Pharmaceuticals, Inc. | Composiciones y métodos para la inhibición de la ruta de JAK |
| CA2673125C (en) | 2006-10-19 | 2015-04-21 | Rigel Pharmaceuticals, Inc. | Compositions and methods for inhibition of the jak pathway |
| AU2009214440B2 (en) | 2008-02-15 | 2014-09-25 | Rigel Pharmaceuticals, Inc. | Pyrimidine-2-amine compounds and their use as inhibitors of JAK kinases |
| AU2009244897B2 (en) | 2008-04-16 | 2014-11-13 | Alexion Pharmaceuticals, Inc. | 2, 6-diamino- pyrimidin- 5-yl-carboxamides as syk or JAK kinases inhibitors |
| US8138339B2 (en) | 2008-04-16 | 2012-03-20 | Portola Pharmaceuticals, Inc. | Inhibitors of protein kinases |
| WO2009131687A2 (en) | 2008-04-22 | 2009-10-29 | Portola Pharmaceuticals, Inc. | Inhibitors of protein kinases |
| CN101565397B (zh) * | 2009-04-07 | 2011-08-10 | 浙江医药股份有限公司新昌制药厂 | N-Boc-3-氨基哌啶及其光学异构体的合成方法 |
| EP3026052A1 (en) * | 2009-04-20 | 2016-06-01 | Auspex Pharmaceuticals, Inc. | Preparation of deuterated piperidine inhibitors of janus kinase 3 |
| MX2012004379A (es) | 2009-10-15 | 2012-06-01 | Pfizer | Compuestos de pirrolo[2,3-d]pirimidina. |
| NZ767139A (en) * | 2009-12-04 | 2022-08-26 | Sunovion Pharmaceuticals Inc | Multicyclic compounds and methods of use thereof |
| ES2461967T3 (es) | 2009-12-18 | 2014-05-21 | Pfizer Inc. | Compuestos de pirrolo[2,3-d]pirimidina |
| US20120309776A1 (en) | 2010-02-05 | 2012-12-06 | Pfitzer Inc. | Pyrrolo[2,3-d]pyrimidine urea compounds as jak inhibitors |
| EP2635557A2 (en) | 2010-11-01 | 2013-09-11 | Portola Pharmaceuticals, Inc. | Nicotinamides as jak kinase modulators |
| SG10201601352UA (en) | 2011-11-23 | 2016-03-30 | Portola Pharm Inc | Pyrazine kinase inhibitors |
| CN104837817B (zh) | 2012-07-25 | 2017-03-22 | 力奇制药公司 | 制备3‑氨基‑哌啶化合物的合成路线 |
| RU2499793C1 (ru) * | 2012-08-24 | 2013-11-27 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Волгоградский государственный технический университет" (ВолгГТУ) | Способ получения третичных аминов |
| EP2903970A4 (en) | 2012-10-08 | 2016-11-30 | Portola Pharm Inc | SUBSTITUTED PYRIMIDINYL KINASE INHIBITORS |
| US9481679B2 (en) * | 2012-12-17 | 2016-11-01 | Sun Pharmaceutical Industries Limited | Process for the preparation of tofacitinib and intermediates thereof |
| MA38347A1 (fr) | 2013-02-22 | 2017-10-31 | Pfizer | Dérivés de pyrrolo[2,3-d]pyrimidine en tant qu'inhibiteurs de janus kinases (jak) |
| ME02883B (me) | 2013-12-05 | 2018-04-20 | Pfizer | PIROLO[2,3-d]PIRIMIDINIL-, PIROLO[2,3-b]PIRAZINIL- I PIROLO[2,3-d] PIRIDINILAKRILAMIDI |
| CN103755624B (zh) * | 2014-01-20 | 2018-10-09 | 上海博氏医药科技有限公司 | 一种哌啶衍生物的合成方法 |
| EP3180344B1 (en) | 2014-08-12 | 2019-09-18 | Pfizer Inc | Pyrrolo[2,3-d]pyrimidine derivatives useful for inhibiting janus kinase |
| JP6761815B2 (ja) | 2015-05-01 | 2020-09-30 | ファイザー・インク | ピロロ［２，３−ｄ］ピリミジニル、ピロロ［２，３−ｂ］ピラジニル、ピロロ［２，３−ｂ］ピリジニルアクリルアミド、およびそのエポキシド |
| EP3421455B1 (en) * | 2017-06-29 | 2019-03-27 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Improved process for the preparation of chiral 3-amino-piperidins, useful intermediates for the preparation of tofacitinib |
| EP3752508A1 (en) | 2018-02-16 | 2020-12-23 | Sunovion Pharmaceuticals Inc. | Salts, crystal forms, and production methods thereof |
| EP3946606B1 (en) | 2019-03-27 | 2025-01-01 | Insilico Medicine IP Limited | Bicyclic jak inhibitors and uses thereof |
| WO2021211489A1 (en) | 2020-04-14 | 2021-10-21 | Sunovion Pharmaceuticals Inc. | (s)-(4,5-dihydro-7h-thieno[2,3-c]pyran-7-yl)-n-methylmethanamine for treating neurological and psychiatric disorders |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE640616A (ru) * | 1962-12-19 | |||
| US3492397A (en) * | 1967-04-07 | 1970-01-27 | Warner Lambert Pharmaceutical | Sustained release dosage in the pellet form and process thereof |
| US4060598A (en) * | 1967-06-28 | 1977-11-29 | Boehringer Mannheim G.M.B.H. | Tablets coated with aqueous resin dispersions |
| US3538214A (en) * | 1969-04-22 | 1970-11-03 | Merck & Co Inc | Controlled release medicinal tablets |
| US4173626A (en) * | 1978-12-11 | 1979-11-06 | Merck & Co., Inc. | Sustained release indomethacin |
| JPS59112984A (ja) * | 1982-12-21 | 1984-06-29 | Shionogi & Co Ltd | １，４−ベンゾジアゼピン誘導体 |
| US4725599A (en) * | 1986-09-08 | 1988-02-16 | Pfizer Inc. | Heterocyclic ring fused pyrimidine-4 (3H)-ones as anticoccidial agents |
| FR2619111B1 (fr) * | 1987-08-07 | 1991-01-11 | Synthelabo | Derives de (piperidinyl-4)methyl-2 tetrahydro-1,2,3,4 9h-pyrido (3,4-b) indole, leur preparation et leur application en therapeutique |
| NZ239846A (en) * | 1990-09-27 | 1994-11-25 | Merck & Co Inc | Sulphonamide derivatives and pharmaceutical compositions thereof |
| CZ289960B6 (cs) * | 1991-03-26 | 2002-05-15 | Pfizer Inc. | Způsob přípravy substituovaných piperidinů |
| US5461156A (en) * | 1993-03-31 | 1995-10-24 | Eli Lilly And Company | Stereocontrolled synthesis of cis-bicyclic compounds |
| US5559128A (en) * | 1995-04-18 | 1996-09-24 | Merck & Co., Inc. | 3-substituted piperidines promote release of growth hormone |
| ATE282417T1 (de) * | 1996-12-02 | 2004-12-15 | Merck Sharp & Dohme | Die verwendung von nk-1 rezeptor antagonisten für die behandlung von bewegungsstörungen |
| CA2291734A1 (en) * | 1997-06-27 | 1999-01-07 | Merck Sharp & Dohme Limited | Substituted 3-(benzylamino)piperidine derivatives and their use as therapeutic agents |
| SK286420B6 (sk) | 1997-09-15 | 2008-09-05 | The Procter & Gamble Company | Zlúčenina so štruktúrou chinolónu, farmaceutický prostriedok s jej obsahom a jej použitie |
| JP4030164B2 (ja) * | 1997-12-01 | 2008-01-09 | 株式会社トクヤマ | テトラハイドロピリジン誘導体及びその製造方法 |
| GEP20053479B (en) * | 1999-12-10 | 2005-03-25 | Pfizer Prod Inc | Pyrrolo[2,3-d]Pyrimidine Compounds, Pharmaceutical Composition Containing the Same and Use |
| HUP0300850A2 (hu) * | 2000-03-17 | 2003-07-28 | Bristol-Myers Squibb Pharma Company | Gyűrűs béta-aminosav-származékok mint mátrix metalloproteázok és a TNF-alfa inhibitorok és ezeket tartalmazó gyógyszerkészítmények és alkalmazásuk |
| MY137020A (en) * | 2000-04-27 | 2008-12-31 | Abbott Lab | Diazabicyclic central nervous system active agents |
| JP3771128B2 (ja) * | 2000-12-28 | 2006-04-26 | 独立行政法人科学技術振興機構 | フェブリフジンおよびフェブリフジン化合物の新規合成方法 |
| WO2002057244A1 (en) * | 2001-01-19 | 2002-07-25 | Cytokinetics, Inc. | Phenothiazine kinesin inhibitors |
-
2003
- 2003-11-10 KR KR1020057009058A patent/KR100678800B1/ko not_active Expired - Fee Related
- 2003-11-10 AU AU2003278529A patent/AU2003278529A1/en not_active Abandoned
- 2003-11-10 PL PL377791A patent/PL377791A1/pl not_active Application Discontinuation
- 2003-11-10 MX MXPA05005403A patent/MXPA05005403A/es active IP Right Grant
- 2003-11-10 CA CA002506016A patent/CA2506016C/en not_active Expired - Fee Related
- 2003-11-10 RS YUP-2005/0380A patent/RS20050380A/sr unknown
- 2003-11-10 WO PCT/IB2003/005151 patent/WO2004046112A2/en not_active Ceased
- 2003-11-10 CN CNA2008101292567A patent/CN101353321A/zh active Pending
- 2003-11-10 BR BR0316470-5A patent/BR0316470A/pt not_active IP Right Cessation
- 2003-11-10 JP JP2004553003A patent/JP2006508976A/ja not_active Withdrawn
- 2003-11-10 CN CNA2003801062274A patent/CN1726192A/zh active Pending
- 2003-11-10 EP EP03769829A patent/EP1572649A2/en not_active Withdrawn
- 2003-11-10 KR KR1020067021730A patent/KR100742012B1/ko not_active Expired - Fee Related
- 2003-11-10 RU RU2005115500/04A patent/RU2309147C9/ru active
- 2003-11-20 US US10/717,958 patent/US7084277B2/en not_active Expired - Fee Related
-
2005
- 2005-05-19 ZA ZA200504068A patent/ZA200504068B/en unknown
-
2007
- 2007-04-28 RU RU2007116248/04A patent/RU2007116248A/ru not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2004046112A2 (en) | 2004-06-03 |
| BR0316470A (pt) | 2005-10-11 |
| KR20060116873A (ko) | 2006-11-15 |
| MXPA05005403A (es) | 2005-08-03 |
| RS20050380A (sr) | 2007-11-15 |
| RU2005115500A (ru) | 2006-01-20 |
| CA2506016A1 (en) | 2004-06-03 |
| US7084277B2 (en) | 2006-08-01 |
| CN1726192A (zh) | 2006-01-25 |
| WO2004046112A3 (en) | 2004-08-05 |
| ZA200504068B (en) | 2006-08-30 |
| CN101353321A (zh) | 2009-01-28 |
| RU2309147C9 (ru) | 2008-03-20 |
| CA2506016C (en) | 2009-03-17 |
| KR100742012B1 (ko) | 2007-07-23 |
| KR20050083905A (ko) | 2005-08-26 |
| EP1572649A2 (en) | 2005-09-14 |
| JP2006508976A (ja) | 2006-03-16 |
| KR100678800B1 (ko) | 2007-02-05 |
| US20040102627A1 (en) | 2004-05-27 |
| PL377791A1 (pl) | 2006-02-20 |
| AU2003278529A1 (en) | 2004-06-15 |
| RU2309147C2 (ru) | 2007-10-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2007116248A (ru) | Способ получения производных 3-аминопиперидина | |
| ATE533775T1 (de) | Verfahren zur herstellung von 17-vinyl-triflaten als intermediate | |
| EA200900817A1 (ru) | Способ получения фторметилзамещённых гетероциклических соединений | |
| RU2008109650A (ru) | Способ получения бетамиметиков | |
| JP2001261662A5 (ru) | ||
| EP1849788A8 (en) | Organosilicon compound | |
| CA2515715A1 (en) | Methods for producing cyclic benzamidine derivatives | |
| ATE525348T1 (de) | Verfahren zur herstellung von fluorchemischen monoisocyanaten | |
| RU2002123631A (ru) | Способ получения 5-[орто-(мета-, пара-)метоксифенил]-1,3,5-дитиазинов | |
| JP2005502603A5 (ru) | ||
| PT1824901E (pt) | Método para produção de alfa-alcoxi-ómega- hidroxipolialquilenoglicóis puros | |
| EP1253152A4 (en) | METHOD FOR THE TRANSFORMATION OF A FUNCTIONAL GROUP THROUGH HALOGEN METAL EXCHANGE | |
| RU2007122353A (ru) | Способ получения гидробромида галантамина | |
| ATE378312T1 (de) | Verfahren zur herstellung von adapalene | |
| ATE419230T1 (de) | Verfahren zur herstellung von 2,6-dihalo-para- trifluoromethylanilin | |
| UA90530C2 (ru) | СПОСОБ ПОЛУЧЕНИЯ 4β-АМИНО-4'-ДЕМЕТИЛ-4-ДЕЗОКСИПОДОФИЛОТОКСИНА (ВАРИАНТЫ) | |
| RU2007141199A (ru) | Способ получения производного тиазола | |
| EP1698606A4 (en) | FLUORINATING AGENT AND METHOD FOR PRODUCING A FLUOROUS CONTAINER USING THEREOF | |
| DK1207166T3 (da) | Fremgangsmåde til fremstilling af 6alpha-fluoro,9,11beta-epoxy-steroider | |
| KR960702432A (ko) | P-알킬- 및p-아릴설포닐벤조산 유도체의 제조방법(process to prepare p-alkyl-and p-arylsulphonylbenzoic acid derivatives) | |
| RU2007115892A (ru) | Способ получения 2-хлор-4-нитроимидазола | |
| RU2327693C1 (ru) | Способ получения 2,4-бис(1,3,5-дитиазинан-5-ил)-4-оксомасляной кислоты | |
| RU2218322C1 (ru) | Способ получения арилзамещенных ацетилиндандионов-1,3 | |
| TH80290A (th) | อนุพันธ์เฟนิลพิเพอราซีนที่มีการรวมกันของพาร์เชียล โดพามีน-d2 รีเซพเตอร์แอกโกนิสซึมและการยับยั้งการดูดซึมเชอโรโทนินกลับ | |
| DE60317487D1 (de) | Verfahren zur herstellung von 2,6-dihalogenpurin |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA93 | Acknowledgement of application withdrawn (no request for examination) |
Effective date: 20110217 |