ES2568927T3 - Proceso para fabricar derivados de adamantano con alto rendimiento - Google Patents

Proceso para fabricar derivados de adamantano con alto rendimiento Download PDF

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Publication number
ES2568927T3
ES2568927T3 ES09777745.2T ES09777745T ES2568927T3 ES 2568927 T3 ES2568927 T3 ES 2568927T3 ES 09777745 T ES09777745 T ES 09777745T ES 2568927 T3 ES2568927 T3 ES 2568927T3
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Spain
Prior art keywords
adamantane
bromo
substituted
manufacturing
high performance
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.)
Active
Application number
ES09777745.2T
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English (en)
Inventor
Markus-Rene Gold
Herbert Koller
Michael Pyerin
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.)
Merz Pharma GmbH and Co KGaA
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Merz Pharma GmbH and Co KGaA
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Application granted granted Critical
Publication of ES2568927T3 publication Critical patent/ES2568927T3/es
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Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/03—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/34—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton
    • C07C211/38—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of a saturated carbon skeleton containing condensed ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
    • C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/08—Preparation of carboxylic acid amides from amides by reaction at nitrogen atoms of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/56—Ring systems containing bridged rings
    • C07C2603/58—Ring systems containing bridged rings containing three rings
    • C07C2603/70—Ring systems containing bridged rings containing three rings containing only six-membered rings
    • C07C2603/74—Adamantanes

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Proceso para la amidación de un 1-bromo-adamantano sustituido que comprende una etapa (0) de hacer reaccionar un adamantano sustituido con un exceso de bromo para obtener un 1-bromo-adamantano y una etapa (i) de hacer reaccionar dicho 1-bromo-adamantano sustituido con una amida o, cuando dicho 1-bromo-adamantano sustituido es un 1-bromo-alquiladamantano, hacer reaccionar dicho 1-bromo-alquiladamantano con urea o un derivado de urea seleccionado de N,N-dimetilurea, N,N-dietilurea, N,N-di-n-propilurea, N,N-diisopropilurea, N,Ndibutilurea, N,N-diciclohexilurea o tiourea, en el que el 1-bromo-adamantano sustituido se usa en forma de una mezcla que comprende bromo tal como se obtiene en la etapa (0), caracterizado porque, en la etapa (0), se emplea una razón molar de bromo:adamantano sustituido de desde [2,8:1] hasta [3,5:1], y en el que la temperatura de reacción de la etapa de amidación (i) no excede de 120ºC.

Description

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Claims (1)

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ES09777745.2T 2008-08-08 2009-08-07 Proceso para fabricar derivados de adamantano con alto rendimiento Active ES2568927T3 (es)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US188415P 2000-03-10
US18841508P 2008-08-08 2008-08-08
EP08014215 2008-08-08
EP08014215 2008-08-08
PCT/EP2009/005751 WO2010015415A1 (en) 2008-08-08 2009-08-07 Process for manufacturing adamantane derivatives with high yield

Publications (1)

Publication Number Publication Date
ES2568927T3 true ES2568927T3 (es) 2016-05-05

Family

ID=40220237

Family Applications (1)

Application Number Title Priority Date Filing Date
ES09777745.2T Active ES2568927T3 (es) 2008-08-08 2009-08-07 Proceso para fabricar derivados de adamantano con alto rendimiento

Country Status (4)

Country Link
US (1) US8796491B2 (es)
EP (1) EP2331495B1 (es)
ES (1) ES2568927T3 (es)
WO (1) WO2010015415A1 (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2389351A1 (en) * 2009-01-21 2011-11-30 Merz Pharma GmbH & Co. KGaA A process for preparing memantine
JP2017114820A (ja) * 2015-12-25 2017-06-29 宇部興産株式会社 １−アミノ−３，５−ジメチルアダマンタン塩酸塩の製造方法
EP4005565A1 (en) 2020-11-30 2022-06-01 Merz Pharmaceuticals GmbH Novel uses of adamantane derivatives

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LV13186B (en) 2002-12-19 2004-11-20 Ciklan Sia Method for producing 1-amino-3,5-dimethyladmantane hydrochloride
ITMI20050833A1 (it) * 2005-05-10 2006-11-11 A M S A S P A Anonima Materie Sintetiche Affini Nuovo procedimento per la sintesi di aminoadamantani
EP1879849A1 (en) 2005-05-11 2008-01-23 Dr. Reddy's Laboratories, Inc. Process for preparing memantine
RU2309940C2 (ru) 2005-09-30 2007-11-10 НПЦ "Фармзащита" Способ получения 3,5-диметиладамантил-1-амина или его солей
EP1999100A1 (en) * 2006-03-27 2008-12-10 Teva Pharmaceutical Fine Chemicals S.R.L. Process for preparing memantine hydrochloride substantially free of impurities
WO2008062472A2 (en) 2006-10-24 2008-05-29 Cadila Healthcare Limited Process for the preparation of memantine

Also Published As

Publication number Publication date
EP2331495B1 (en) 2016-01-27
US8796491B2 (en) 2014-08-05
US20110263900A1 (en) 2011-10-27
WO2010015415A1 (en) 2010-02-11
EP2331495A1 (en) 2011-06-15

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