HUP0103510A2 - Eljárás hidrogénátvivő hidrogénezésre - Google Patents
Eljárás hidrogénátvivő hidrogénezésreInfo
- Publication number
- HUP0103510A2 HUP0103510A2 HU0103510A HUP0103510A HUP0103510A2 HU P0103510 A2 HUP0103510 A2 HU P0103510A2 HU 0103510 A HU0103510 A HU 0103510A HU P0103510 A HUP0103510 A HU P0103510A HU P0103510 A2 HUP0103510 A2 HU P0103510A2
- Authority
- HU
- Hungary
- Prior art keywords
- group
- optionally substituted
- hydrogen atom
- hydrocarbon group
- hydrogen
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 238000009901 transfer hydrogenation reaction Methods 0.000 title abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 abstract 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 9
- 125000000623 heterocyclic group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000003446 ligand Substances 0.000 abstract 2
- 101100173726 Arabidopsis thaliana OR23 gene Proteins 0.000 abstract 1
- 125000000129 anionic group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000000852 hydrogen donor Substances 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B43/00—Formation or introduction of functional groups containing nitrogen
- C07B43/04—Formation or introduction of functional groups containing nitrogen of amino groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B53/00—Asymmetric syntheses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/10—Quaternary compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Indole Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
A találmány tárgya eljárás (I) általános képletű vegyületek - aképletben (NR3R4)+Q-, N+R5-O-, (NR6OR7)+Q-, (NR8NR9R10)+Q-,(NR8NR9SO2R13)+Q-,[NR8R9C(=NR11)R12]3Q-vagy (NR8NR9COR14)+Q-csoportotjelent, Q-egyvegyértékű aniont jelent, R1, R2, R3, R4, R5, R6, R7, R8,R9, R10 és R11 egymástól függetlenül hidrogénatomot, adott esetbenszubsztituált szénhidrogéncsoportot, perhalogénezettszénhidrogéncsoportot vagy adott esetben szubsztituáltheterociklilcsoportot jelent azzal, hogy R1 és R2, R1 és R3, R2 és R4,R3 és R4, R1 és R5, R1 és R6, R2 és R7, R1 és R8, R6 és R7, R8 és R9és R9 és R10 adott esetben egymással összekapcsolódva adott esetbenszubsztituált gyűrű(ke)t alkothat(nak), és R12, R13 és R14 egymástólfüggetlenül hidrogénatomot, adott esetben szubsztituáltszénhidrogéncsoportot, perhalogénezett szénhidrogéncsoportot vagyadott esetben szubsztituált heterociklilcsoportot jelent -hidrogénátvivő hidrogénezésére oly módon, hogy az (I) általánosképletű vegyületet katalizátor jelenlétében egy hidrogéndonorralreagáltatják. A találmány értelmében katalizátorként (II) általánosképletű vegyületet használnak - a képletben R15 semleges, adottesetben szubsztituált szénhidrogén- vagy perhalogénezett szénhidrogén-ligandumot jelent; A egy -NR16-, -NR17-, -NHR16, -NR16R17 vagy -NR17R18 képletű csoportot jelent, amelyekben R17 és R18 egymástólfüggetlenül adott esetben szubsztituált szénhidrogéncsoportot,perhalogénezett szénhidrogéncsoportot vagy adott esetben szubsztituáltheterociklil-csoportot jelent, és R16 hidrogénatomot vagy -C(O)R18, -SO2R18, -C(O)NR18R22, -C(S)NR18R22, -C(=NR22)SR23 vagy -C(=NR22)OR23csoportot jelent, és a felsorolt csoportokban R22 és R23 egymástólfüggetlenül hidrogénatomot vagy R18 csoportot jelent, míg R18jelentése a fenti; B egy -O-, -OH, -OR19, -S-, -SH, -SR19, -NR19-, -NR20-, -NHR20, -NR19R20, -NR19R21, -PR19- vagy -PR19R21 képletűcsoportot jelent, amelyekben R19 és R21 egymástól függetlenül adottesetben szubsztituált szénhidrogéncsoportot, perhalogénezettszénhidrogéncsoportot vagy adott esetben szubsztituáltheterociklilcsoportot jelent, és R20 hidrogénatomot vagy -C(O)R21, -SO2R21, -C(O)NR21R24, -C(S)NR21R24, -C(=NR24)SR25 vagy -C(=NR24)OR25csoportot jelent, és a felsorolt csoportokban R29 és R25 egymástólfüggetlenül hidrogénatomot vagy R21 csoportot jelent, míg R21jelentése a fenti; E kapcsoló csoportot jelent; M a hidrogénátvivőhidrogénezést katalizálni képes fématomot jelent; és Y anionoscsoportot, bázikus ligandumot vagy betöltetlen helyet jelent azzal afeltétellel, hogy ha A és B legalább egyike hidrogénatomot hordoz,akkor Y nem jelenthet betöltetlen helyet. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9821067.7A GB9821067D0 (en) | 1998-09-29 | 1998-09-29 | Transfer hydrogenation process |
| PCT/GB1999/003176 WO2000018708A1 (en) | 1998-09-29 | 1999-09-22 | Transfer hydrogenation process |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| HUP0103510A2 true HUP0103510A2 (hu) | 2002-01-28 |
| HUP0103510A3 HUP0103510A3 (en) | 2002-04-29 |
| HU225492B1 HU225492B1 (en) | 2007-01-29 |
Family
ID=10839587
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0103510A HU225492B1 (en) | 1998-09-29 | 1999-09-22 | Transfer hydrogenation process |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6509467B1 (hu) |
| EP (1) | EP1117627B1 (hu) |
| JP (1) | JP2002525342A (hu) |
| KR (1) | KR100674631B1 (hu) |
| CN (1) | CN1231433C (hu) |
| AT (1) | ATE241578T1 (hu) |
| AU (1) | AU764996B2 (hu) |
| CA (1) | CA2343088C (hu) |
| CZ (1) | CZ299368B6 (hu) |
| DE (1) | DE69908390T2 (hu) |
| DK (1) | DK1117627T3 (hu) |
| ES (1) | ES2201780T3 (hu) |
| GB (1) | GB9821067D0 (hu) |
| HK (1) | HK1042887B (hu) |
| HU (1) | HU225492B1 (hu) |
| IL (1) | IL142093A (hu) |
| NO (1) | NO325921B1 (hu) |
| PT (1) | PT1117627E (hu) |
| WO (1) | WO2000018708A1 (hu) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6353112B1 (en) | 1998-07-17 | 2002-03-05 | The University Of Tennessee Research Corporation | Sultams: Solid phase and other synthesis of anti-HIV compounds and compositions |
| US6562850B1 (en) | 1998-07-17 | 2003-05-13 | The University Of Tennessee Research Corporation | Methods of synthesizing sultams and anti-viral compositions |
| US6458962B1 (en) | 1999-03-25 | 2002-10-01 | The University Of Tennesseee Research Corporation | Sultams: catalyst systems for asymmetric reduction of a C=N intermediate biological compositions and methods for making the sultams |
| GB0029356D0 (en) * | 2000-12-01 | 2001-01-17 | Avecia Ltd | Transfer hydrogenation |
| US6743921B2 (en) | 2002-01-24 | 2004-06-01 | Dsm Catalytica Pharmaceuticals, Inc. | Process for the preparation of nonracemic syn-1-(4-hydroxy-phenyl)-2-(4-hydroxy-4-phenyl-piperidin-1-yl)-1-propanol compounds |
| CA2565130C (en) * | 2003-05-02 | 2011-03-15 | Kamaluddin Abdur-Rashid | Transfer hydrogenation processes and catalysts |
| WO2008080138A1 (en) | 2006-12-22 | 2008-07-03 | Richmond Chemical Corporation | Stereoinversion of amino acids |
| TWI433674B (zh) | 2006-12-28 | 2014-04-11 | Infinity Discovery Inc | 環杷明（ｃｙｃｌｏｐａｍｉｎｅ）類似物類 |
| CA2637610A1 (en) * | 2007-05-04 | 2008-11-04 | Mallinckrodt Inc. | Improved process for the preparation of 6-alpha-hydroxy-n-alkylated opiates |
| CA2693436A1 (en) * | 2007-07-17 | 2009-01-22 | Christopher W. Grote | Preparation of n-alkylated opiates by reductive amination |
| EP2224807B1 (en) | 2007-12-27 | 2016-11-09 | Infinity Pharmaceuticals, Inc. | Methods for stereoselective reduction |
| ES2439015T3 (es) * | 2008-09-30 | 2014-01-21 | Mallinckrodt Llc | Procedimientos de aminación selectiva de cetomorfinanos |
| US8946419B2 (en) | 2009-02-23 | 2015-02-03 | Mallinckrodt Llc | (+)-6-hydroxy-morphinan or (+)-6-amino-morphinan derivatives |
| PL2440561T3 (pl) * | 2009-06-11 | 2014-09-30 | SpecGx LLC | Redukcyjne aminowanie 6-keto-normorfinanow przez katalityczne przeniesienie wodoru |
| EP2440562B1 (en) * | 2009-06-11 | 2016-08-10 | Mallinckrodt LLC | Preparation of 6-alpha-amino n-substituted morphinans by catalytic hydrogen transfer |
| WO2011001373A1 (en) * | 2009-06-30 | 2011-01-06 | Actelion Pharmaceuticals Ltd | Process for the preparation of an enantiomerically pure trisubstituted 1,2,3,4-tetrahydroisoquinoline derivative |
| AU2010279325B2 (en) | 2009-08-05 | 2016-10-20 | Infinity Pharmaceuticals, Inc. | Enzymatic transamination of cyclopamine analogs |
| US9394313B2 (en) | 2010-09-14 | 2016-07-19 | Infinity Pharmaceuticals, Inc. | Transfer hydrogenation of cyclopamine analogs |
| JP2014516085A (ja) | 2011-06-09 | 2014-07-07 | マリンクロッド エルエルシー | 触媒的水素移動による６−ケトモルフィナンの還元的アミノ化 |
| EP2753622B1 (en) | 2011-09-08 | 2016-01-20 | Mallinckrodt LLC | Production of alkaloids without the isolation of intermediates |
| WO2016196928A1 (en) | 2015-06-04 | 2016-12-08 | PellePharm, Inc. | Topical formulations for delivery of hedgehog inhibitor compounds and use thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS553349B2 (hu) * | 1972-06-20 | 1980-01-24 | ||
| AT333764B (de) | 1972-06-20 | 1976-12-10 | Fujisawa Pharmaceutical Co | Verfahren zur herstellung von neuen 1,2,3,4-tetrahydroisochinolinen und deren salzen |
| JP3149989B2 (ja) * | 1992-04-28 | 2001-03-26 | 広栄化学工業株式会社 | ２−クロロ−５−置換アミノメチルピリジン類の製法 |
| GB9706321D0 (en) | 1997-03-26 | 1997-05-14 | Zeneca Ltd | Catalytic hydrogenation |
-
1998
- 1998-09-29 GB GBGB9821067.7A patent/GB9821067D0/en not_active Ceased
-
1999
- 1999-09-22 HU HU0103510A patent/HU225492B1/hu not_active IP Right Cessation
- 1999-09-22 KR KR1020017003924A patent/KR100674631B1/ko not_active IP Right Cessation
- 1999-09-22 US US09/787,707 patent/US6509467B1/en not_active Expired - Fee Related
- 1999-09-22 CZ CZ20011110A patent/CZ299368B6/cs not_active IP Right Cessation
- 1999-09-22 AT AT99949137T patent/ATE241578T1/de not_active IP Right Cessation
- 1999-09-22 PT PT99949137T patent/PT1117627E/pt unknown
- 1999-09-22 CN CNB998114472A patent/CN1231433C/zh not_active Expired - Fee Related
- 1999-09-22 EP EP99949137A patent/EP1117627B1/en not_active Expired - Lifetime
- 1999-09-22 DK DK99949137T patent/DK1117627T3/da active
- 1999-09-22 ES ES99949137T patent/ES2201780T3/es not_active Expired - Lifetime
- 1999-09-22 DE DE69908390T patent/DE69908390T2/de not_active Expired - Fee Related
- 1999-09-22 IL IL14209399A patent/IL142093A/xx not_active IP Right Cessation
- 1999-09-22 WO PCT/GB1999/003176 patent/WO2000018708A1/en active IP Right Grant
- 1999-09-22 CA CA002343088A patent/CA2343088C/en not_active Expired - Fee Related
- 1999-09-22 JP JP2000572172A patent/JP2002525342A/ja active Pending
- 1999-09-22 AU AU62125/99A patent/AU764996B2/en not_active Ceased
-
2001
- 2001-03-28 NO NO20011573A patent/NO325921B1/no not_active IP Right Cessation
-
2002
- 2002-06-25 HK HK02102896.9A patent/HK1042887B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| KR100674631B1 (ko) | 2007-01-25 |
| NO20011573L (no) | 2001-03-28 |
| GB9821067D0 (en) | 1998-11-18 |
| IL142093A0 (en) | 2002-03-10 |
| KR20010075408A (ko) | 2001-08-09 |
| EP1117627A1 (en) | 2001-07-25 |
| CN1231433C (zh) | 2005-12-14 |
| JP2002525342A (ja) | 2002-08-13 |
| WO2000018708A1 (en) | 2000-04-06 |
| ES2201780T3 (es) | 2004-03-16 |
| CA2343088C (en) | 2009-02-24 |
| AU764996B2 (en) | 2003-09-04 |
| HUP0103510A3 (en) | 2002-04-29 |
| CA2343088A1 (en) | 2000-04-06 |
| AU6212599A (en) | 2000-04-17 |
| DK1117627T3 (da) | 2003-09-15 |
| DE69908390T2 (de) | 2004-04-22 |
| CZ299368B6 (cs) | 2008-07-02 |
| NO20011573D0 (no) | 2001-03-28 |
| EP1117627B1 (en) | 2003-05-28 |
| HK1042887A1 (en) | 2002-08-30 |
| US6509467B1 (en) | 2003-01-21 |
| DE69908390D1 (de) | 2003-07-03 |
| CZ20011110A3 (cs) | 2001-08-15 |
| ATE241578T1 (de) | 2003-06-15 |
| NO325921B1 (no) | 2008-08-18 |
| HK1042887B (zh) | 2006-08-18 |
| PT1117627E (pt) | 2003-10-31 |
| CN1321140A (zh) | 2001-11-07 |
| IL142093A (en) | 2005-11-20 |
| HU225492B1 (en) | 2007-01-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GB9A | Succession in title |
Owner name: NPIL PHARMACEUTICALS (UK) LIMITED, GB Free format text: FORMER OWNER(S): AVECIA LTD., GB |
|
| MM4A | Lapse of definitive patent protection due to non-payment of fees |