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 PDF

Info

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
Application number
JP2000533402A
Other languages
English (en)
Japanese (ja)
Other versions
JP2002504535A5 (https=
JP2002504535A (ja
Inventor
エル ブッチウォールド,ステファン
ワゴー,シーブル
ガイス,オリファー
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Massachusetts Institute of Technology
Original Assignee
Massachusetts Institute of Technology
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from US09/030,936 external-priority patent/US6235936B1/en
Application filed by Massachusetts Institute of Technology filed Critical Massachusetts Institute of Technology
Publication of JP2002504535A publication Critical patent/JP2002504535A/ja
Publication of JP2002504535A5 publication Critical patent/JP2002504535A5/ja
Application granted granted Critical
Publication of JP4647780B2 publication Critical patent/JP4647780B2/ja
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/72Nitrogen atoms
    • C07D213/76Nitrogen atoms to which a second hetero atom is attached
    • C07D213/77Hydrazine radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C241/00Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C07C241/02Preparation of hydrazines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C241/00Preparation of compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C07C241/04Preparation of hydrazides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C249/00Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C249/16Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton of hydrazones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/30Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00Derivatives 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
    • C07C281/06Compounds containing any of the groups, e.g. semicarbazides
    • C07C281/08Compounds containing any of the groups, e.g. semicarbazides the other nitrogen atom being further doubly-bound to a carbon atom, e.g. semicarbazones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/58[b]- or [c]-condensed
    • C07D209/60Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/80[b, c]- or [b, d]-condensed
    • C07D209/82Carbazoles; Hydrogenated carbazoles
    • C07D209/86Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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)
JP2000533402A 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 Expired - Lifetime JP4647780B2 (ja)

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
US09/030,936 1998-02-26
US5555798A 1998-04-06 1998-04-06
US09/055,557 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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US6764858B2 (en) 1999-09-29 2004-07-20 Pharmacia & Upjohn Company Methods for creating a compound library
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
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
JP4895610B2 (ja) 2003-07-25 2012-03-14 旭化成ケミカルズ株式会社 酸化触媒
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
KR102107954B1 (ko) 2007-03-12 2020-05-07 인트라-셀룰라 써래피스, 인코퍼레이티드. 치환된 헤테로환 융합 감마-카르볼린 합성
CN101687809A (zh) * 2007-06-26 2010-03-31 塞诺菲-安万特股份有限公司 过渡金属催化的2h-吲唑合成
CA2805748A1 (en) 2010-07-16 2012-01-19 Shashank Shekhar Process for preparing n-(6-(3-tert-butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-1-(2h)-yl)-2-methoxyphenyl)naphthalen-2-yl)methanesulfonamide
US9255074B2 (en) 2010-07-16 2016-02-09 Abbvie Inc. Process for preparing antiviral compounds
SG187103A1 (en) 2010-07-16 2013-02-28 Abbvie Inc Phosphine ligands for catalytic reactions
US8975443B2 (en) 2010-07-16 2015-03-10 Abbvie Inc. Phosphine ligands for catalytic reactions
KR20140146192A (ko) 2012-04-14 2014-12-24 인트라-셀룰라 써래피스, 인코퍼레이티드. 유기 화합물
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
KR102373288B1 (ko) 2013-12-03 2022-03-10 인트라-셀룰라 써래피스, 인코퍼레이티드. 신규한 방법
CA2944755A1 (en) 2014-04-04 2015-10-08 Intra-Cellular Therapies, Inc. Organic compounds
US10077267B2 (en) 2014-04-04 2018-09-18 Intra-Cellular Therapies, Inc. Organic compounds
PL3838274T3 (pl) 2016-01-26 2024-04-02 Intra-Cellular Therapies, Inc. Pochodna pirydo[3',4':4,5]pirolo[1,2,3-DE]chinoksaliny do zastosowania w leczeniu zaburzeń OUN
DK3407889T3 (da) 2016-03-25 2021-08-09 Intra Cellular Therapies Inc Organiske forbindelser og deres anvendelse til behandling og forebyggelse af lidelser i centralnervesystemet
EP3436455A4 (en) 2016-03-28 2019-09-04 Intra-Cellular Therapies, Inc. NOVEL SALTS AND CRYSTALS
US10682354B2 (en) 2016-03-28 2020-06-16 Intra-Cellular Therapies, Inc. Compositions and methods
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
EP3525763B1 (en) 2016-10-12 2025-03-05 Intra-Cellular Therapies, Inc. Amorphous solid dispersions
WO2018126140A1 (en) 2016-12-29 2018-07-05 Intra-Cellular Therapies, Inc. Organic compounds
EP3562484B1 (en) 2016-12-29 2021-08-25 Intra-Cellular Therapies, Inc. Pyrido[3',4':4,5]pyrrolo[1,2,3-de]quinoxaline derivatives useful in the treatment of cns disorders
RU2767410C2 (ru) 2017-03-24 2022-03-17 Интра-Селлулар Терапиз, Инк. Новые композиции и способы
WO2019023062A1 (en) 2017-07-26 2019-01-31 Intra-Cellular Therapies, Inc. ORGANIC COMPOUNDS
EP3658144B1 (en) 2017-07-26 2022-01-26 Intra-Cellular Therapies, Inc. Pyridopyrroloquinoxaline compounds, their compositions and uses in therapy
CN112040940A (zh) 2018-03-23 2020-12-04 细胞内治疗公司 有机化合物
AU2019280850C1 (en) 2018-06-06 2025-02-13 Intra-Cellular Therapies, Inc. Novel salts and crystals
EP3801527B1 (en) 2018-06-08 2025-02-19 Intra-Cellular Therapies, Inc. Fused gamma-carbolines for acute treatment of anxiety or depression
US12144808B2 (en) 2018-08-29 2024-11-19 Intra-Cellular Therapies, Inc. Compositions and methods
WO2020047408A1 (en) 2018-08-31 2020-03-05 Intra-Cellular Therapies, Inc. Novel methods
BR112021003655A2 (pt) 2018-08-31 2021-05-18 Intra-Cellular Therapies, Inc. métodos novos

Family Cites Families (14)

* Cited by examiner, † Cited by third party
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
IL125043A0 (en) * 1995-12-27 1999-01-26 Basf Ag Iminooxyphenylacetic acid derivatives method and 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
GB9610813D0 (en) * 1996-05-23 1996-07-31 Pharmacia Spa Combinatorial solid phase synthesis of a library of benzufuran derivatives
GB9610811D0 (en) * 1996-05-23 1996-07-31 Pharmacia Spa Combinatorial solid phase synthesis of a library of indole derivatives
DE69721775T2 (de) * 1996-07-01 2004-01-29 Du Pont Nickel-katalysierte addition von -nh- enthaltende verbindungen an vinyl und aryl halogeniden
AU6747098A (en) * 1997-04-11 1998-11-11 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

Also Published As

Publication number Publication date
EP1058678B1 (en) 2002-12-11
WO1999043643A3 (en) 1999-10-21
JP2002504535A (ja) 2002-02-12
WO1999043643A2 (en) 1999-09-02
DE69904448T2 (de) 2003-10-23
EP1058678A2 (en) 2000-12-13
ATE229499T1 (de) 2002-12-15
CA2322194A1 (en) 1999-09-02
DE69904448D1 (de) 2003-01-23
CA2322194C (en) 2011-04-26

Similar Documents

Publication Publication Date Title
JP4647780B2 (ja) 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
US6235936B1 (en) Metal-catalyzed arylations of hydrazines, hydrazones, and related substrates
US6323366B1 (en) Arylamine synthesis
US7026498B2 (en) Ligands for metals and improved metal-catalyzed processes based thereon
US6395916B1 (en) Ligands for metals and improved metal-catalyzed processes based thereon
JP5138890B2 (ja) 金属に対する配位子、および該配位子に基づく金属触媒プロセス
US7223879B2 (en) Ligands for metals and improved metal-catalyzed processes based thereon
US8378145B2 (en) Transition-metal-catalyzed carbon-nitrogen and carbon-carbon bond-forming reactions
Schlummer et al. Palladium‐Catalyzed C N and C O Coupling–A Practical Guide from an Industrial Vantage Point
DE69929609T2 (de) Liganden für metalle und metall-katalysiertes verfahren
US20030088128A1 (en) Diaryl ether condensation reactions
CN100548948C (zh) 金属配体以及以此为基础的改良的金属催化方法
US6888029B2 (en) Transition-metal-catalyzed carbon-nitrogen bond-forming methods using carbene ligands
JP2012184247A (ja) 金属用のリガンドおよびそれらに基づいて改善された金属触媒法
CN121248442A (zh) 一种构建二芳基甲胺类化合物的方法
Schulman Synthesis of 1, 2, 3-Triazole-Fused Heterocycles via Palladium Catalyzed Annulation of 5-Iodotriazoles
Yeung Transition metal-catalyzed cyanation and isocyanation of aryl halides and sulfonates

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20060227

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20060227

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20090914

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20091013

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20100113

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20100330

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20100730

A911 Transfer to examiner for re-examination before appeal (zenchi)

Free format text: JAPANESE INTERMEDIATE CODE: A911

Effective date: 20100809

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20100914

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20100924

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20101109

A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20101209

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20131217

Year of fee payment: 3

R150 Certificate of patent or registration of utility model

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

EXPY Cancellation because of completion of term