[go: up one dir, main page]

HRP20060168A2 - Novel method of preparing 3-fluorinated quinolines - Google Patents

Novel method of preparing 3-fluorinated quinolines

Info

Publication number
HRP20060168A2
HRP20060168A2 HR20060168A HRP20060168A HRP20060168A2 HR P20060168 A2 HRP20060168 A2 HR P20060168A2 HR 20060168 A HR20060168 A HR 20060168A HR P20060168 A HRP20060168 A HR P20060168A HR P20060168 A2 HRP20060168 A2 HR P20060168A2
Authority
HR
Croatia
Prior art keywords
alkyl
quinolines
optionally substituted
protecting group
fluorinated
Prior art date
Application number
HR20060168A
Other languages
Croatian (hr)
Inventor
El-Ahmad Youssef
Leconte Jean-Pierre
Malpart Jo�l
Mignani Serge
Mutti St�Phane
Tabart Michel
Original Assignee
Novexel
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 Novexel filed Critical Novexel
Publication of HRP20060168A2 publication Critical patent/HRP20060168A2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/18—Halogen atoms or nitro radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/44—Palladium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)

Abstract

Preparation of 3-fluoro-quinolines (I) (optionally substituted in the 5-, 6-, 7- and/or 8-position) involves heating a corresponding quinoline-3-diazonium tetrafluoroborate (II) in an inert organic solvent. Preparation of 3-fluoro-quinolines of formula (I) involves heating a quinoline-3-diazonium tetrafluoroborate of formula (II) in an inert organic solvent. [Image] R 1 - R 4H or F; linear, branched or cyclic alkyl (optionally substituted by 1-3 F, by OR 5 or by NR'R''); OR 6, NR' 1R'' 1 or COOR a; or phenyl or heteroaryl, both optionally substituted by one or more of the substituents given above or below; R 5H, alkyl or hydroxy-protecting group; R', R'' : H, alkyl or amino-protecting group; R 6H, phenol protecting group or alkyl (optionally substituted by 1-3 F, by OR 5 or by NR'R''); R' 1, R'' 1as for R', R''; or alkyl substituted by 1-3 F, by OR 5 or by NR'R''; and R aH, alkyl or carboxy-protecting group. An independent claim is included for (II) as new compounds.
HR20060168A 2003-11-17 2006-05-09 Novel method of preparing 3-fluorinated quinolines HRP20060168A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0313384A FR2862301B1 (en) 2003-11-17 2003-11-17 NEW PROCESS FOR THE PREPARATION OF 3-FLUORINATED QUINOLINES
PCT/FR2004/002910 WO2005049575A1 (en) 2003-11-17 2004-11-15 Novel method of preparing 3-fluorinated quinolines

Publications (1)

Publication Number Publication Date
HRP20060168A2 true HRP20060168A2 (en) 2006-09-30

Family

ID=34508487

Family Applications (1)

Application Number Title Priority Date Filing Date
HR20060168A HRP20060168A2 (en) 2003-11-17 2006-05-09 Novel method of preparing 3-fluorinated quinolines

Country Status (18)

Country Link
EP (1) EP1687276B1 (en)
JP (1) JP4751333B2 (en)
KR (1) KR20060123161A (en)
CN (1) CN100537540C (en)
AT (1) ATE445605T1 (en)
AU (1) AU2004291376A1 (en)
CA (1) CA2542796C (en)
DE (1) DE602004023640D1 (en)
ES (1) ES2334796T3 (en)
FR (1) FR2862301B1 (en)
HK (1) HK1099020A1 (en)
HR (1) HRP20060168A2 (en)
IL (1) IL175649A (en)
IS (1) IS8423A (en)
MX (1) MXPA06005599A (en)
NO (1) NO20062761L (en)
RU (1) RU2351591C2 (en)
WO (1) WO2005049575A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7396934B2 (en) 2003-11-17 2008-07-08 Youssef El-Ahmad Process for preparing 3-fluoroquinolines
US8716280B2 (en) 2009-01-21 2014-05-06 Basilea Pharmaceutica Ag Bicyclic antibiotics
CN104672131B (en) * 2013-11-27 2017-03-15 中国科学院大连化学物理研究所 A kind of method of 3 fluorine quinolines of synthesis

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA801526B (en) * 1979-03-26 1981-08-26 Robins Co Inc A H 4-amino-3-quinolinecarboxylic acids and esters-antisecretory, anti-ulcer compounds
DE3620856A1 (en) * 1986-06-21 1987-12-23 Basf Ag 3-CYANCHINOLINE DERIVATIVES
DK273689A (en) * 1988-06-06 1989-12-07 Sanofi Sa 4-AMINO-3-CARBOXYQUINOLINES AND -NAPHTHYRIDINES, PROCEDURES FOR THEIR PREPARATION AND USE OF THEM IN PHARMACEUTICALS
JPH06287187A (en) * 1993-04-02 1994-10-11 Nippon Soda Co Ltd New pyrazole derivative and its abricultural and horticultural germicide
SE0004056D0 (en) * 2000-11-06 2000-11-06 Astrazeneca Ab N-type calcium channel antagonists for the treatment of pain
FR2816618B1 (en) * 2000-11-15 2002-12-27 Aventis Pharma Sa HETEROCYCLYLALCOYL PIPERIDINE DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM
FR2822154B1 (en) * 2001-03-13 2005-10-21 Aventis Pharma Sa QUINOLYL PROPYL PIPERIDINE DERIVATIVES, THEIR PREPARATION AND THE COMPOSITIONS CONTAINING THEM
TWI275390B (en) * 2002-04-30 2007-03-11 Wyeth Corp Process for the preparation of 7-substituted-3- quinolinecarbonitriles

Also Published As

Publication number Publication date
JP4751333B2 (en) 2011-08-17
EP1687276B1 (en) 2009-10-14
DE602004023640D1 (en) 2009-11-26
FR2862301A1 (en) 2005-05-20
ES2334796T3 (en) 2010-03-16
WO2005049575A1 (en) 2005-06-02
CA2542796C (en) 2011-08-02
FR2862301B1 (en) 2007-12-21
HK1099020A1 (en) 2007-08-03
ATE445605T1 (en) 2009-10-15
EP1687276A1 (en) 2006-08-09
AU2004291376A1 (en) 2005-06-02
IL175649A (en) 2011-01-31
RU2351591C2 (en) 2009-04-10
NO20062761L (en) 2006-08-17
MXPA06005599A (en) 2007-01-26
CA2542796A1 (en) 2005-06-02
IL175649A0 (en) 2006-09-05
RU2006120275A (en) 2008-01-10
JP2007511490A (en) 2007-05-10
CN100537540C (en) 2009-09-09
IS8423A (en) 2006-04-21
KR20060123161A (en) 2006-12-01
CN1894216A (en) 2007-01-10

Similar Documents

Publication Publication Date Title
RS53398B (en) Method for the production of amino crotonyl compounds
CA2161542A1 (en) Novel 5-Pyrrolyl-2-Pyridylmethylsulfinyl Benzimidazole Derivatives
WO1997047270A3 (en) Novel anti-viral compounds
AU3599701A (en) Fluorescent probes for the quantitation of zinc
NO20051051L (en) Derivatives of dioxane-2-alkylcarbamates, processes for their preparation and use of the same in therapeutic agents
NO995711L (en) Quinoline-4-carboxamide derivatives such as NK-2 and NK-3 receptor antagonists
HK1099020A1 (en) Method of preparing 3-fluorinated quinolines
IL181196A0 (en) Methods for the production of isoindole derivatives
MXPA04002569A (en) Spirocyclic-6,7-dihydro-5h-pyrazolo[1,2-a]pyrazol-1-ones which control inflammatory cytokines.
DK2213664T3 (en) PROCEDURE FOR THE PREPARATION OF CYCLOPENTA [G] QUINAZOLINE DERIVATIVES
BR0308345A (en) Process for trans-4-amino-1-cyclohexanecarboxylic acid derivatives
DE60036076D1 (en) PROCESS FOR PREPARING A PIPERAZINE DERIVATIVE
NZ508390A (en) New dihydrofuro[3,4-b]quinolin-1-one compounds, cyclopenta[b]-quinolinone compounds, thieno[3,4-b]quinolinone compounds, and acridinone compounds; a process for their preparation and pharmaceutical compositions containing them
RU94033098A (en) Process for preparing 1-substituted-5-(4h) tetrazolinone derivatives
ATE376830T1 (en) BENZO(B(THIOPHENE DERIVATIVES AND METHOD FOR THE PRODUCTION THEREOF
CY1107481T1 (en) ANTIOELECTIVE alkylation of tricyclic compounds
PL324274A1 (en) Method of obtaining derivatives of cholecalciferol and novel intermediate compounds
WO2003029254A1 (en) Process for preparation of tricyclic compounds
EP1364945A4 (en) BENZIMIDAZOLIDINONE DERIVATIVES
PT1165543E (en) Process for the preparation of acetic acid (R *, S *) | -BETA-¬¬-1-OXO-3- (4-PIPERIDINYL) PROPYL-3-PIPERIDINYL-CARBONYL AMINO 3-PYRIDINOPROPANOIC ACID AND DERIVATIVES
YU3099A (en) Novel erythromycine derivatives, procedure for production and application thereof
EE05136B1 (en) Method for the preparation of substituted imidazopidine compounds
BG103398A (en) New derivatives of erythromicyn, method for their preparation and application as medicmentous forms
DE60103752D1 (en) METHOD FOR THE PRODUCTION OF PYRAZOLOPYRIDINE DERIVATIVES
WO2001085692A3 (en) An improved process for the preparation of quinolone derivatives

Legal Events

Date Code Title Description
A1OB Publication of a patent application
ARAI Request for the grant of a patent on the basis of the submitted results of a substantive examination of a patent application
ODRP Renewal fee for the maintenance of a patent

Payment date: 20101029

Year of fee payment: 7

OBST Application withdrawn