KR20110095898A - 유기 화합물의 플루오르화 - Google Patents

유기 화합물의 플루오르화 Download PDF

Info

Publication number
KR20110095898A
KR20110095898A KR1020117013998A KR20117013998A KR20110095898A KR 20110095898 A KR20110095898 A KR 20110095898A KR 1020117013998 A KR1020117013998 A KR 1020117013998A KR 20117013998 A KR20117013998 A KR 20117013998A KR 20110095898 A KR20110095898 A KR 20110095898A
Authority
KR
South Korea
Prior art keywords
silver
organic compound
compound
mmol
nmr
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.)
Withdrawn
Application number
KR1020117013998A
Other languages
English (en)
Korean (ko)
Inventor
토비아스 리터
다께루 후루야
핑핑 탕
Original Assignee
프레지던트 앤드 펠로우즈 오브 하바드 칼리지
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
Application filed by 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 filed Critical 프레지던트 앤드 펠로우즈 오브 하바드 칼리지
Publication of KR20110095898A publication Critical patent/KR20110095898A/ko
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B39/00Halogenation
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
    • A61K31/566Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol having an oxo group in position 17, e.g. estrone
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06Preparation of nitro compounds
    • C07C201/12Preparation of nitro compounds by reactions not involving the formation of nitro groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C07C209/74Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by halogenation, hydrohalogenation, dehalogenation, or dehydrohalogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/12Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • 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
    • C07C269/00Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C269/06Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups by reactions not involving the formation of carbamate groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C291/00Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00
    • C07C291/02Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds
    • C07C291/04Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00 containing nitrogen-oxide bonds containing amino-oxide bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/62Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/22Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/28Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/287Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/307Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/70Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
    • C07D311/723,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D493/00Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/06Peri-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/08Bridged systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J17/00Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J17/005Glycosides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J51/00Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/13Labelling of peptides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00Systems containing two condensed rings
    • C07C2602/02Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Molecular Biology (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Analytical Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Steroid Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrane Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
KR1020117013998A 2008-11-20 2009-11-20 유기 화합물의 플루오르화 Withdrawn KR20110095898A (ko)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US11634508P 2008-11-20 2008-11-20
US61/116,345 2008-11-20
US14344109P 2009-01-09 2009-01-09
US61/143,441 2009-01-09
US16701809P 2009-04-06 2009-04-06
US61/167,018 2009-04-06
US17790709P 2009-05-13 2009-05-13
US61/177,907 2009-05-13

Publications (1)

Publication Number Publication Date
KR20110095898A true KR20110095898A (ko) 2011-08-25

Family

ID=42198823

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020117013998A Withdrawn KR20110095898A (ko) 2008-11-20 2009-11-20 유기 화합물의 플루오르화

Country Status (8)

Country Link
US (1) US9024093B2 (enExample)
EP (1) EP2376408A4 (enExample)
JP (1) JP2012509351A (enExample)
KR (1) KR20110095898A (enExample)
CN (1) CN102272077A (enExample)
AU (1) AU2009316478A1 (enExample)
CA (1) CA2742869A1 (enExample)
WO (1) WO2010059943A2 (enExample)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8686158B2 (en) * 2008-06-05 2014-04-01 President And Fellows Of Harvard College High-valent palladium fluoride complexes and uses thereof
US9024093B2 (en) 2008-11-20 2015-05-05 President And Fellows Of Harvard College Fluorination of organic compounds
GB201117019D0 (en) 2011-10-04 2011-11-16 Syngenta Ltd Herbicidal compounds
WO2012054782A2 (en) * 2010-10-20 2012-04-26 Presidents And Fellows Of Harvard College Fluoroalkoxylation of organic compounds
WO2012142162A2 (en) 2011-04-12 2012-10-18 President And Fellows Of Harvard College Fluorination of organic compounds
US20120309796A1 (en) 2011-06-06 2012-12-06 Fariborz Firooznia Benzocycloheptene acetic acids
CN102675329B (zh) * 2012-06-05 2014-12-24 浙江大学 一种正电子发射断层显像剂及其制备方法
CN102675015B (zh) * 2012-06-11 2014-11-05 中国科学院上海有机化学研究所 羧酸脱羧氟代的方法
WO2014052622A1 (en) 2012-09-26 2014-04-03 President And Fellows Of Harvard College Nickel fluorinating complexes and uses thereof
US20150336926A1 (en) * 2013-01-01 2015-11-26 The Regents Of The University Of California Fluorination of aryl compounds
US10759764B2 (en) 2013-10-18 2020-09-01 President And Fellows Of Harvard College Fluorination of organic compounds
EP2891657A1 (en) 2014-01-07 2015-07-08 Centre National de la Recherche Scientifique (CNRS) Ionic liquid supported organotin reagents for the manufacturing of radiopharmaceuticals compounds
WO2017031050A1 (en) * 2015-08-14 2017-02-23 Massachusetts Institute Of Technology Molecularly tunable heterogeneous catalysts by edge functionalization of graphitic carbons
CN105646119B (zh) * 2016-01-29 2018-03-13 中南大学 一种肉桂酸及其衍生物脱羧上氟的方法
CN108779115B (zh) 2016-10-14 2021-02-26 江苏恒瑞医药股份有限公司 五元杂芳环并桥环类衍生物、其制备方法及其在医药上的应用
LT3634975T (lt) 2017-06-08 2024-06-25 Organon R&D Finland Ltd 15.beta.-[3-propanamido]-pakeisti estra-1,3,5(10)-trien-17-onų 17-oksimai, skirti 17.beta.-hidroksisteroidų dehidrogenazių slopinimui
EP3438077A1 (en) * 2017-07-31 2019-02-06 Studiengesellschaft Kohle mbH Process for deoxyfluorination of phenols
CN108863834B (zh) * 2018-08-13 2020-12-15 信阳师范学院 一种2-氟代-1,3-二羰基化合物的合成新方法
MX2021006452A (es) 2018-12-05 2021-09-28 Forendo Pharma Ltd Compuestos estra-1,3,5(10)-trieno condensados en posición 16(17) con un anillo de pirazol como inhibidores de 17-hsd1.
US20230295082A1 (en) * 2020-08-04 2023-09-21 University Of South Africa Modified ezetimibe drug for cancer treatment
CN112710757B (zh) * 2020-12-23 2022-05-17 九江天赐高新材料有限公司 N-苯基双(三氟甲磺酰亚胺)的检测方法
CN114716910B (zh) * 2022-03-30 2022-12-27 浙江鑫钰新材料有限公司 一种合成革用有机硅耐刮擦防污涂层及其制备方法
CN114805017B (zh) * 2022-04-29 2023-10-10 上海毕得医药科技股份有限公司 一种2-氟-1,5-己二烯类化合物的制备方法
AU2024231434A1 (en) * 2023-03-07 2025-09-04 The Board Of Trustees Of The University Of Illinois Boron-substituted indazoles for the prevention and treatment of multiple sclerosis (ms) and other demyelinating, inflammatory and neurodegenerative diseases
US11999755B1 (en) 2024-01-05 2024-06-04 King Faisal University Effective anticancer drug candidate of dinuclear palladium (II) bis-dihydrozone malonyl complex

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3137701A (en) 1962-04-19 1964-06-16 Upjohn Co Process for the preparation of 6-deoxy-6-fluoromorphines, 6-deoxy-6-fluorocodeines, and related compounds
GB1177525A (en) 1967-04-13 1970-01-14 Leo Ab New Heterocyclic Aminoketones of Therapeutic Interest
CH540221A (de) 1968-03-20 1973-08-15 Hoffmann La Roche Verfahren zur Herstellung von tricyclischen Verbindungen
GB1483343A (en) 1973-10-22 1977-08-17 Res Inst Medicine Chem Derivatives of amitriptyline and pharmaceutical uses thereof
US3972936A (en) 1974-02-01 1976-08-03 Merck & Co., Inc. 10,11-Dihydro-5-(3-amino-propyl-or-propylidene)-10,10,11,11-tetra-fluoro-5H-dibenzo[a,d]cycloheptenes and-5-ols
US4236008A (en) 1978-09-19 1980-11-25 E. I. Du Pont De Nemours And Company Fluorination of precursors for fluorine analogs of hydrocodone and oxycodone
IT1147349B (it) 1980-04-09 1986-11-19 Acraf 2-parentesi quadra aperta 3-parentesi quadra aperta 4-(3-cloro-4-fluorofenil)-1-piperfrazinil parentesi quadra propil parentesi quadra chiusa-1,2,4-triazolo parentesi quadra aperta 4,3 parentesi quadra chiusa piridin-3(2h)-one
US4487773A (en) 1981-03-16 1984-12-11 Mead Johnson & Company 1,2,4-Triazol-3-one antidepressants
JPS63166159A (ja) 1986-12-26 1988-07-09 Mitsubishi Heavy Ind Ltd 固体電解質燃料電池
DE19548146C1 (de) 1995-12-21 1997-11-20 Basf Ag Tris(pyrazolyl)boratmetallkomplex-Katalysatoren und deren Verwendung
DE69838662T2 (de) 1997-03-27 2008-08-28 Toray Industries, Inc. Morphinanderivate und ihre medizinische Anwendung
IL129219A0 (en) 1998-04-07 2000-02-17 Mitsui Chemicals Inc Preparation process of acetylene derivatives
ES2246858T3 (es) 1999-08-11 2006-03-01 Universite Catholique De Louvain Metodos para preparar de derivados de nitroimidazol perfluorados radiomarcados con (18f) para la deteccionde hipoxia celular.
GB0115929D0 (en) 2001-06-29 2001-08-22 Nycomed Amersham Plc Solid-phase electrophilic fluorination
CA2454413A1 (en) 2001-07-24 2003-03-13 Alamx, L.L.C. 7-alkylidene-3-substituted-3-cephem-4-carboxylates as beta-lactamase inhibitors
GB0229686D0 (en) 2002-12-20 2003-01-29 Amersham Plc Solid-phase fluorination of benzothiazoles
DE10300112A1 (de) 2003-01-07 2004-07-15 Bayer Ag Fluorierungsreagenzien und Verfahren zu deren Herstellung
EP1686927A4 (en) * 2003-10-21 2011-07-20 Medlogics Device Corp GAMMA-TOCOPHEROL THERAPY FOR THE PREVENTION OF RESTENOSIS
US7022872B2 (en) * 2003-12-19 2006-04-04 Molecular Technologies, Inc. Method for making fluorine labeled L-Dopa
PL1696931T3 (pl) 2003-12-22 2009-10-30 Acadia Pharm Inc Aminopodstawione analogi diarylo[A,D]cykloheptenowe jako agoniści receptorów muskarynowych i sposoby leczenia chorób neuropsychiatrycznych
GB0407952D0 (en) 2004-04-08 2004-05-12 Amersham Plc Fluoridation method
US20050282859A1 (en) 2004-06-04 2005-12-22 Thor Karl B Dual acting SNRI-NMDA antagonists for the treatment of genitourinary disorders
AR051596A1 (es) 2004-10-26 2007-01-24 Irm Llc Compuestos heterociclicos condensados nitrogenados como inhibidores de la actividad del receptor canabinoide 1; composiciones farmaceuticas que los contienen y su empleo en la preparacion de medicamentos para el tratamiento de trastornos alimentarios
WO2006078752A2 (en) 2005-01-21 2006-07-27 Methylgene, Inc. Inhibitors of dna methyltransferase
WO2008081477A1 (en) 2007-01-04 2008-07-10 Natco Pharma Limited 3-aryloxy 3-substituted propanamines
US8722726B2 (en) 2007-01-25 2014-05-13 Allergan, Inc. Substituted arylcyclopentenes as therapeutic agents
KR20100057050A (ko) 2007-09-11 2010-05-28 몬도바이오테크 래보래토리즈 아게 치료제로서의 데슬로렐린 및 마스토파란의 용도
US20110054175A1 (en) 2008-01-31 2011-03-03 Tobias Ritter System for fluorinating organic compounds
DE102008024221A1 (de) 2008-05-19 2009-11-26 Merck Patent Gmbh Herstellung von CF3O-Gruppen enthaltenden Verbindungen
US8686158B2 (en) 2008-06-05 2014-04-01 President And Fellows Of Harvard College High-valent palladium fluoride complexes and uses thereof
US9024093B2 (en) 2008-11-20 2015-05-05 President And Fellows Of Harvard College Fluorination of organic compounds
WO2010081036A2 (en) 2009-01-09 2010-07-15 President And Fellows Of Harvard College Fluorine containing compounds and methods of use thereof
KR20110104097A (ko) 2009-01-09 2011-09-21 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 불소 함유 화합물 및 이의 사용방법
US20120316120A1 (en) 2009-07-09 2012-12-13 Tobias Ritter Fluorine containing compounds and methods of use thereof
WO2012024604A2 (en) 2010-08-20 2012-02-23 President And Fellows Of Harvard College High-valent palladium fluoride complexes and uses thereof
WO2012054782A2 (en) 2010-10-20 2012-04-26 Presidents And Fellows Of Harvard College Fluoroalkoxylation of organic compounds
WO2012142162A2 (en) 2011-04-12 2012-10-18 President And Fellows Of Harvard College Fluorination of organic compounds

Also Published As

Publication number Publication date
CA2742869A1 (en) 2010-05-27
AU2009316478A1 (en) 2010-05-27
US9024093B2 (en) 2015-05-05
WO2010059943A2 (en) 2010-05-27
US20110312903A1 (en) 2011-12-22
CN102272077A (zh) 2011-12-07
JP2012509351A (ja) 2012-04-19
EP2376408A4 (en) 2012-06-20
WO2010059943A3 (en) 2010-09-10
EP2376408A2 (en) 2011-10-19

Similar Documents

Publication Publication Date Title
KR20110095898A (ko) 유기 화합물의 플루오르화
JP7462985B2 (ja) 芳香族化合物および抗腫瘍薬物の調製におけるその使用
JP7584815B2 (ja) 抗腫瘍薬物における芳香族化合物及びその用途
CN104520293B (zh) 抗病毒化合物的合成
JP2023162216A (ja) Pd-l1免疫調節剤としてのテトラヒドロ-イミダゾ[4,5-c]ピリジン誘導体
CN117355299A (zh) 取代的2-(2,6-二氧代哌啶-3-基)-5-(1-哌啶-4-基)异吲哚啉-1,3-二酮衍生物及其用途
CN101203481A (zh) 三羟基多不饱和类花生酸衍生物
JP2023513373A (ja) P2x3修飾薬
US20230128062A1 (en) Azabicyclic substituted oxaspiro derivative, preparation method therefor and medical use thereof
EP3650448A1 (en) Indole-formamide derivative, preparation method therefor and use thereof in medicine
WO2012054782A2 (en) Fluoroalkoxylation of organic compounds
US11767302B2 (en) Reagents and methods for tetrazine synthesis
JP7257397B2 (ja) Iap阻害剤として有用なsmac模倣物及びその用途
KR20180128456A (ko) 에스트로겐 수용체 하향 조절제로서의 치환된 인돌 화합물
CN104910002B (zh) 一种地佐辛关键中间体的制备方法
CN108164521B (zh) 一种帕瑞昔布钠降解杂质及其制备、检测方法和应用
CN104583203B (zh) Schweinfurthin类似物
CN111166745A (zh) 含消旋氧吡格雷或其盐的组合物及应用
CN111150731A (zh) 含氧吡格雷光学异构体或其盐的组合物及应用
TW202413366A (zh) 含氮雜環化合物作為泛素-特異性蛋白酶1抑制劑的製備方法、應用及其用途
WO2015074606A1 (zh) 紫杉烷类化合物、其制备方法和用途
TW202421106A (zh) 用於硼中子捕獲療法之小分子
FR2953838A1 (fr) Derives de 9h-beta-carboline (ou 9h-pyridino[3,4-b]indole) trisubstitues, leur preparation et leur utilisation therapeutique
CN118382623A (zh) 用于治疗疾病或障碍的萘啶酮衍生物
Prante et al. Synthesis and in vitro evaluation of iodine labelled pyrazolo [1, 5‐a] pyridines as highly selective dopamine D4 receptor ligands

Legal Events

Date Code Title Description
PA0105 International application

Patent event date: 20110617

Patent event code: PA01051R01D

Comment text: International Patent Application

PG1501 Laying open of application
PC1203 Withdrawal of no request for examination
WITN Application deemed withdrawn, e.g. because no request for examination was filed or no examination fee was paid