JP4647780B2 - ヒドラジン、ヒドラゾン、ヒドロキシルアミンおよびオキシムの金属−触媒アリール化およびビニル化 - Google Patents
ヒドラジン、ヒドラゾン、ヒドロキシルアミンおよびオキシムの金属−触媒アリール化およびビニル化 Download PDFInfo
- Publication number
- JP4647780B2 JP4647780B2 JP2000533402A JP2000533402A JP4647780B2 JP 4647780 B2 JP4647780 B2 JP 4647780B2 JP 2000533402 A JP2000533402 A JP 2000533402A JP 2000533402 A JP2000533402 A JP 2000533402A JP 4647780 B2 JP4647780 B2 JP 4647780B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- reaction
- hydrazine
- aryl
- mmol
- 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.)
- Expired - Lifetime
Links
- 0 COc(c(OC)c1)ccc1N*=C(c1ccccc1)P Chemical compound COc(c(OC)c1)ccc1N*=C(c1ccccc1)P 0.000 description 2
- UWHHZXMKRDMSGJ-UHFFFAOYSA-N Clc(cc1)cc2c1[n](Cc1ccccc1)c1c2CCCC1 Chemical compound Clc(cc1)cc2c1[n](Cc1ccccc1)c1c2CCCC1 UWHHZXMKRDMSGJ-UHFFFAOYSA-N 0.000 description 1
- GHQVBITYIHSNIV-UHFFFAOYSA-N NN(c(cc1)ccc1-c1ccccc1)c(cc1)ccc1F Chemical compound NN(c(cc1)ccc1-c1ccccc1)c(cc1)ccc1F GHQVBITYIHSNIV-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C241/00—Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C241/02—Preparation of hydrazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C241/00—Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
- C07C241/04—Preparation of hydrazides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C249/00—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C249/16—Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of hydrazones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C281/00—Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
- C07C281/06—Compounds containing any of the groups, e.g. semicarbazides
- C07C281/08—Compounds containing any of the groups, e.g. semicarbazides the other nitrogen atom being further doubly-bound to a carbon atom, e.g. semicarbazones
-
- 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
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
- C07D209/60—Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
-
- 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
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Indole Compounds (AREA)
- Furan Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/030,936 US6235936B1 (en) | 1998-02-26 | 1998-02-26 | Metal-catalyzed arylations of hydrazines, hydrazones, and related substrates |
| US5555798A | 1998-04-06 | 1998-04-06 | |
| US09/055,557 | 1998-04-06 | ||
| US09/030,936 | 1998-04-06 | ||
| PCT/US1999/004217 WO1999043643A2 (en) | 1998-02-26 | 1999-02-26 | Metal-catalyzed arylations and vinylations of hydrazines, hydrazones, hydroxylamines and oximes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002504535A JP2002504535A (ja) | 2002-02-12 |
| JP2002504535A5 JP2002504535A5 (https=) | 2006-04-20 |
| JP4647780B2 true JP4647780B2 (ja) | 2011-03-09 |
Family
ID=26706608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000533402A Expired - Lifetime JP4647780B2 (ja) | 1998-02-26 | 1999-02-26 | ヒドラジン、ヒドラゾン、ヒドロキシルアミンおよびオキシムの金属−触媒アリール化およびビニル化 |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP1058678B1 (https=) |
| JP (1) | JP4647780B2 (https=) |
| AT (1) | ATE229499T1 (https=) |
| CA (1) | CA2322194C (https=) |
| DE (1) | DE69904448T2 (https=) |
| WO (1) | WO1999043643A2 (https=) |
Families Citing this family (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6677160B1 (en) | 1999-09-29 | 2004-01-13 | Pharmacia & Upjohn Company | Methods for creating a compound library and identifying lead chemical templates and ligands for target molecules |
| US6764858B2 (en) | 1999-09-29 | 2004-07-20 | Pharmacia & Upjohn Company | Methods for creating a compound library |
| CA2400094A1 (en) * | 1999-09-29 | 2001-04-05 | Pharmacia & Upjohn Company | Methods for creating a compound library and identifying lead chemical templates and ligands for target molecules |
| EP1130009A1 (en) * | 2000-03-01 | 2001-09-05 | Therascope AG | Generation and screening of a dynamic combinatorial library |
| US6706895B1 (en) | 2002-11-14 | 2004-03-16 | Uniroyal Chemical Company, Inc. | 4-methoxybiphenyl hydrazone derivatives |
| KR100676115B1 (ko) * | 2003-07-25 | 2007-02-02 | 아사히 가세이 케미칼즈 가부시키가이샤 | 산화 촉매 |
| FR2899897B1 (fr) | 2006-04-13 | 2008-06-27 | Oreal | Composes monochromophoriques monocationiques particuliers de type hydrazone comprenant un motif 2-, 4-pyridinium ou 2-, 4-quinolinium, leur synthese, compositions tinctoriales les comprenant, procede de coloration de fibres keratiniques |
| KR102065319B1 (ko) | 2007-03-12 | 2020-01-10 | 인트라-셀룰라 써래피스, 인코퍼레이티드. | 치환된 헤테로환 융합 감마-카르볼린 합성 |
| WO2009000411A1 (en) * | 2007-06-26 | 2008-12-31 | Sanofi-Aventis | A transition metal catalyzed synthesis of 2h-indazoles |
| BR112013001138A2 (pt) | 2010-07-16 | 2016-07-05 | Abbvie Inc | ligantes de fosfina para reações catalíticas |
| US9255074B2 (en) | 2010-07-16 | 2016-02-09 | Abbvie Inc. | Process for preparing antiviral compounds |
| US8975443B2 (en) | 2010-07-16 | 2015-03-10 | Abbvie Inc. | Phosphine ligands for catalytic reactions |
| US8895737B2 (en) | 2010-07-16 | 2014-11-25 | Shashank Shekhar | Process for preparing antiviral compounds |
| WO2013155504A1 (en) | 2012-04-14 | 2013-10-17 | Intra-Cellular Therapies, Inc. | Novel methods |
| JP6166996B2 (ja) * | 2013-09-27 | 2017-07-19 | 株式会社日本ファインケム | ヒドラジノアリールカルボン酸類の製造方法 |
| IL305990B2 (en) | 2013-12-03 | 2025-12-01 | Intra Cellular Therapies Inc | Long-acting injectable composition comprising polymeric microspheres of heterocycle fused gamma-carboline compounds or a pharmaceutical composition for sustained or delayed release comprising the compounds and their use in the treatment of bipolar disorder i and/or bipolar ii disorder |
| RU2016143091A (ru) | 2014-04-04 | 2018-05-08 | Интра-Селлулар Терапиз, Инк. | Органические соединения |
| MX365969B (es) | 2014-04-04 | 2019-06-21 | Intra Cellular Therapies Inc | Gamma-carbolinas fusionadas con heterociclos sustituidas con deuterio. |
| CN108883111B (zh) | 2016-01-26 | 2021-10-08 | 细胞内治疗公司 | 有机化合物 |
| PL3407889T3 (pl) | 2016-03-25 | 2021-11-22 | Intra-Cellular Therapies, Inc. | Związki organiczne i ich zastosowanie w leczeniu lub zapobieganiu zaburzeniom ośrodkowego układu nerwowego |
| EP3436083A4 (en) | 2016-03-28 | 2019-11-27 | Intra-Cellular Therapies, Inc. | NOVEL COMPOSITIONS AND METHOD |
| JP2019513143A (ja) | 2016-03-28 | 2019-05-23 | イントラ−セルラー・セラピーズ・インコーポレイテッドIntra−Cellular Therapies, Inc. | 新規塩類および結晶 |
| US11014925B2 (en) | 2016-03-28 | 2021-05-25 | Intra-Cellular Therapies, Inc. | Co-crystals of 1-(4-fluoro-phenyl)-4-((6bR,1OaS)-3-methyl-2,3,6b,9,10,10a-hexahydro-1H,7H- pyrido[3′,4′:4,51_pyrrolo [1,2,3-delqcuinoxalin-8-yl)-butan-1-one with nicotinamide or isonicotinamide |
| US11331316B2 (en) | 2016-10-12 | 2022-05-17 | Intra-Cellular Therapies, Inc. | Amorphous solid dispersions |
| US10961245B2 (en) | 2016-12-29 | 2021-03-30 | Intra-Cellular Therapies, Inc. | Substituted heterocycle fused gamma-carbolines for treatment of central nervous system disorders |
| US10906906B2 (en) | 2016-12-29 | 2021-02-02 | Intra-Cellular Therapies, Inc. | Organic compounds |
| IL268970B2 (en) | 2017-03-24 | 2023-12-01 | Intra Cellular Therapies Inc | Oral transmucosal formulations of substituted heterocycle fused gamma carbolines |
| JP7224333B2 (ja) | 2017-07-26 | 2023-02-17 | イントラ-セルラー・セラピーズ・インコーポレイテッド | 有機化合物 |
| JP7223742B2 (ja) | 2017-07-26 | 2023-02-16 | イントラ-セルラー・セラピーズ・インコーポレイテッド | 有機化合物 |
| AU2019240226B2 (en) | 2018-03-23 | 2024-11-28 | Intra-Cellular Therapies, Inc. | Organic compounds |
| IL321985A (en) | 2018-06-06 | 2025-09-01 | Intra Cellular Therapies Inc | New salts and crystals |
| WO2019237037A1 (en) | 2018-06-08 | 2019-12-12 | Intra-Cellular Therapies, Inc. | Novel methods |
| EP3843729A4 (en) | 2018-08-29 | 2022-06-01 | Intra-Cellular Therapies, Inc. | NOVEL COMPOSITIONS AND PROCESSES |
| CA3108558A1 (en) | 2018-08-31 | 2020-03-05 | Intra-Cellular Therapies, Inc. | Novel methods |
| CN112584837A (zh) | 2018-08-31 | 2021-03-30 | 细胞内治疗公司 | 新方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3867452A (en) * | 1970-12-30 | 1975-02-18 | Merrill Wilcox | 2-Nitrophenylhydrazines |
| US4374271A (en) * | 1974-12-04 | 1983-02-15 | United States Borax & Chemical Corporation | Nitrophenylhydrazine compounds |
| CH654286A5 (de) * | 1981-11-04 | 1986-02-14 | Ciba Geigy Ag | Verfahren zur pd-katalysierten arylierung von olefinen mit arylhalogeniden. |
| DE3447211A1 (de) * | 1984-12-22 | 1986-06-26 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von substituierten phenylhydrazinen |
| DE3617977A1 (de) * | 1985-12-05 | 1987-06-11 | Bayer Ag | 5-dichloracetamido-4-nitro-1-aryl-pyrazole |
| JP3059007B2 (ja) * | 1992-09-29 | 2000-07-04 | 協和醗酵工業株式会社 | 1−(2−カルボキシフェニル)インダゾール誘導体の製造方法 |
| JPH0827109A (ja) * | 1994-07-14 | 1996-01-30 | Kuraray Co Ltd | β−(ベンジル)インドール−3−エタノールの製造方法 |
| CA2241219A1 (en) * | 1995-12-27 | 1997-07-10 | Basf Aktiengesellschaft | Iminooxyphenylacetic acid derivatives, their preparation, intermediates for their preparation, and their use |
| JPH09227485A (ja) * | 1996-02-16 | 1997-09-02 | Fuji Photo Film Co Ltd | 2−ヒドラジノナフタレン化合物の製造方法 |
| GB9610811D0 (en) * | 1996-05-23 | 1996-07-31 | Pharmacia Spa | Combinatorial solid phase synthesis of a library of indole derivatives |
| GB9610813D0 (en) * | 1996-05-23 | 1996-07-31 | Pharmacia Spa | Combinatorial solid phase synthesis of a library of benzufuran derivatives |
| US6103937A (en) * | 1996-07-01 | 2000-08-15 | E. I. Du Pont De Nemours And Company | Nickel catalyzed addition of -NH- containing compounds to vinyl and aryl halides |
| WO1998046561A1 (en) * | 1997-04-11 | 1998-10-22 | Otsuka Chemical Co., Ltd. | Benzene derivatives, benzofuran derivatives, and processes for producing these |
| DE19728760C1 (de) * | 1997-07-04 | 1998-10-29 | Celanese Gmbh | Verfahren zur Aminierung von Arylverbindungen in Gegenwart eines Palladium-Komplexkatalysators |
-
1999
- 1999-02-26 WO PCT/US1999/004217 patent/WO1999043643A2/en not_active Ceased
- 1999-02-26 CA CA2322194A patent/CA2322194C/en not_active Expired - Lifetime
- 1999-02-26 JP JP2000533402A patent/JP4647780B2/ja not_active Expired - Lifetime
- 1999-02-26 AT AT99908515T patent/ATE229499T1/de not_active IP Right Cessation
- 1999-02-26 DE DE69904448T patent/DE69904448T2/de not_active Expired - Lifetime
- 1999-02-26 EP EP99908515A patent/EP1058678B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| WO1999043643A3 (en) | 1999-10-21 |
| EP1058678B1 (en) | 2002-12-11 |
| DE69904448D1 (de) | 2003-01-23 |
| DE69904448T2 (de) | 2003-10-23 |
| EP1058678A2 (en) | 2000-12-13 |
| WO1999043643A2 (en) | 1999-09-02 |
| ATE229499T1 (de) | 2002-12-15 |
| CA2322194A1 (en) | 1999-09-02 |
| CA2322194C (en) | 2011-04-26 |
| JP2002504535A (ja) | 2002-02-12 |
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