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WO2008139057A3 - Procede de preparation de 2-(n-butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofurane - Google Patents

Procede de preparation de 2-(n-butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofurane Download PDF

Info

Publication number
WO2008139057A3
WO2008139057A3 PCT/FR2008/000472 FR2008000472W WO2008139057A3 WO 2008139057 A3 WO2008139057 A3 WO 2008139057A3 FR 2008000472 W FR2008000472 W FR 2008000472W WO 2008139057 A3 WO2008139057 A3 WO 2008139057A3
Authority
WO
WIPO (PCT)
Prior art keywords
preparing
nitrobenzofurane
hydroxybenzoyl
butyl
derivative
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.)
Ceased
Application number
PCT/FR2008/000472
Other languages
English (en)
Other versions
WO2008139057A2 (fr
Inventor
Ousmanne Diouf
Thierry Durand
Stephane Lemeune
Jean-Francois Marcoux
Natacha Frison
Laurent Larquetoux
Benoit Folleas
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.)
Finorga SAS
Original Assignee
Finorga SAS
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 Finorga SAS filed Critical Finorga SAS
Publication of WO2008139057A2 publication Critical patent/WO2008139057A2/fr
Publication of WO2008139057A3 publication Critical patent/WO2008139057A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/80—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Procédé de préparation de 2-(n-butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofurane à partir du 4-nitrophénol, dans lequel on prépare le dérivé 2-iodo-(ou 2-bromo)-4-nitrophénol, puis on effectue une réaction de couplage de Sonogashira par action de l'hexyne, suivie de Pacylation par un dérivé réactif de l'acide méthoxybenzoïque et de la déméthylation du dérivé 4-méthoxybenzoïque obtenu.
PCT/FR2008/000472 2007-04-06 2008-04-04 Procede de preparation de 2-(n-butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofurane Ceased WO2008139057A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR0702544 2007-04-06
FR0702544A FR2914644B1 (fr) 2007-04-06 2007-04-06 Procede de preparation de 2-(n-butyl)-3-(4-hydroxybenzoyl) -5-nitrobenzofurane

Publications (2)

Publication Number Publication Date
WO2008139057A2 WO2008139057A2 (fr) 2008-11-20
WO2008139057A3 true WO2008139057A3 (fr) 2009-01-08

Family

ID=38714169

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2008/000472 Ceased WO2008139057A2 (fr) 2007-04-06 2008-04-04 Procede de preparation de 2-(n-butyl)-3-(4-hydroxybenzoyl)-5-nitrobenzofurane

Country Status (2)

Country Link
FR (1) FR2914644B1 (fr)
WO (1) WO2008139057A2 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2280701A2 (fr) 2008-04-17 2011-02-09 Sanofi-Aventis Utilisation de dronédarone dans un médicament utilisé pour prévenir un épisode cardiovasculaire menant à l hospitalisation ou à la mort
US8602215B2 (en) 2010-06-30 2013-12-10 Sanofi Methods for reducing the risk of an adverse dronedarone/beta-blockers interaction in a patient suffering from atrial fibrillation
CN101948455B (zh) * 2010-10-18 2012-11-14 山东邹平大展新材料有限公司 一种2-正丁基-3-(4-羟基苯甲酰基)-5-硝基苯并呋喃的制备方法
CN110590722B (zh) * 2019-10-22 2022-11-04 温州大学 2-三氟甲基苯并呋喃衍生物的合成方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0471609A1 (fr) * 1990-08-06 1992-02-19 Sanofi Dérivés de Benzofuranne, Benzothiophène, Indole ou Indolizine, leur procédé de préparation ainsi que les compositions les contenant
WO1996005190A1 (fr) * 1994-08-11 1996-02-22 Karo Bio Ab Derives de 3-benzoyle benzofurane en tant qu'antagonistes de l'hormone thyroidienne
WO2003040120A1 (fr) * 2001-11-08 2003-05-15 Isp Investments Inc. Procede de preparation de dronedarone
WO2005066149A1 (fr) * 2003-12-24 2005-07-21 Clariant (France) Procede d'elaboration de n-alkyle-2(hydroxy-4 benzoyle)-3 benzofuranes, et intermediaires correspondants
FR2877341A1 (fr) * 2004-11-02 2006-05-05 Rhodia Chimie Sa Procede d'acylation d'un compose aromatique

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0471609A1 (fr) * 1990-08-06 1992-02-19 Sanofi Dérivés de Benzofuranne, Benzothiophène, Indole ou Indolizine, leur procédé de préparation ainsi que les compositions les contenant
WO1996005190A1 (fr) * 1994-08-11 1996-02-22 Karo Bio Ab Derives de 3-benzoyle benzofurane en tant qu'antagonistes de l'hormone thyroidienne
WO2003040120A1 (fr) * 2001-11-08 2003-05-15 Isp Investments Inc. Procede de preparation de dronedarone
WO2005066149A1 (fr) * 2003-12-24 2005-07-21 Clariant (France) Procede d'elaboration de n-alkyle-2(hydroxy-4 benzoyle)-3 benzofuranes, et intermediaires correspondants
FR2877341A1 (fr) * 2004-11-02 2006-05-05 Rhodia Chimie Sa Procede d'acylation d'un compose aromatique

Also Published As

Publication number Publication date
FR2914644A1 (fr) 2008-10-10
WO2008139057A2 (fr) 2008-11-20
FR2914644B1 (fr) 2009-06-05

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