Process for the preparation of dronedarone

Méthode de préparation de dronédarone

  • Inventors: FRIESZ, ANTAL
  • Assignees: Sanofi
  • Publication Date: December 22, 2011
  • Publication Number: WO-2011158050-A1

Abstract

This invention relates to a process for the preparation of N-[2-n-butyl-3-{4-[(3- dibutylamino)-propoxy]-benzoyl} - 1-benzofuran-5-yl]-methane-sulfonamide of formula (I) and its pharmaceutically acceptable salts, according to one of the methylsulfonyl groups of the 2-n-butyl-3-[(di-n-butylamino-3-propoxy)-benzoyl]-5- bis-(methylsulfonamido)-benzofuran of formula (II) is selectively cleaved and if desired, the resulting compound of formula (I) is transformed into its salt.
Cette invention concerne une méthode de préparation de N-[2-n-butyl-3-{4-[(3-dibutylamino)-propoxy]-benzoyl}-1-benzofuran-5-yl]-méthane-sulfonamide de formule (I) et ses sels pharmaceutiquement acceptables, selon l'un des groupes méthylsulfonyl du 2-n-butyl-3-[(di-n-butylamino-3-propoxy)-benzoyl]-5-bis-(méthylsulfonamido)-benzofurane de formule (II). La composition est sélectivement clivée et, au besoin, le composé de formule (I) obtenu est transformé en son sel.

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Patent Citations (5)

    Publication numberPublication dateAssigneeTitle
    EP-0471609-A1February 19, 1992Sanofi, S.A. Sanofi-Pharma N.V.Benzofuran Derivatives, Benzothiophenes, Indoles or Indolizines, Process for Production and Compositions containing them
    EP-0471609-B1November 27, 1996Sanofi, S.A. Sanofi-Pharma N.V.Dérivés de Benzofuranne, Benzothiophène, Indole ou Indolizine, leur procédé de préparation ainsi que les compositions les contenant
    US-2004010032-A1January 15, 2004Michel Biard2-butyl-3-(4-[3(dibutylamino)propoxy]benzoyl)-5-nitro-benzofuran hydrochloride and preparation thereof
    US-2004048921-A1March 11, 2004Noel Fino, Corinne LeroyMethanesulphonamido-benzofuran, preparation method and use thereof as synthesis intermediate
    WO-0248132-A1June 20, 2002Sanofi-SynthelaboMethanesulphonamido-benzofuran, preparation method and use thereof as synthesis intermediate

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Cited By (19)

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    CN-102725279-AOctober 10, 2012山东邹平大展新材料有限公司Method for preparing dronedarone hydrochloride
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    US-9238636-B2January 19, 2016SanofiProcess for preparation of dronedarone by Grignard reaction
    US-9242953-B2January 26, 2016Gilead Sciences, Inc.Process for preparing dronedarone and salts thereof
    US-9249119-B2February 02, 2016SanofiProcess for the preparation of dronedarone by oxidation of a sulphenyl group
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    US-9499507-B2November 22, 2016SanofiMethod for preparing 5-amino-benzoyl-benzofuran derivatives
    US-9611242-B2April 04, 2017SanofiProcess for preparation of dronedarone by N-butylation
    US-9701654-B2July 11, 2017SanofiProcess for preparation of dronedarone by removal of hydroxyl group
    US-9708281-B2July 18, 2017SanofiProcess for preparation of dronedarone by the use of dibutylaminopropanol reagent
    WO-2012171135-A1December 20, 2012山东邹平大展新材料有限公司Composé de benzofurane, son procédé de préparation et son utilisation
    WO-2013128294-A3December 27, 2013SanofiProcédé de préparation de dronédarone au moyen d'un réactif dibutylaminoéthanol