WO2011148392A1 - Procédé pour préparer un hémifumarate du composé (2s,4s,5s,7s)-n-(2-carbamoyl-2- méthylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-méthoxy-3-(3- méthoxypropoxy)phényl]-octanamide et produits intermédiaires correspondants - Google Patents

Procédé pour préparer un hémifumarate du composé (2s,4s,5s,7s)-n-(2-carbamoyl-2- méthylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-méthoxy-3-(3- méthoxypropoxy)phényl]-octanamide et produits intermédiaires correspondants Download PDF

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Publication number
WO2011148392A1
WO2011148392A1 PCT/IN2011/000366 IN2011000366W WO2011148392A1 WO 2011148392 A1 WO2011148392 A1 WO 2011148392A1 IN 2011000366 W IN2011000366 W IN 2011000366W WO 2011148392 A1 WO2011148392 A1 WO 2011148392A1
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WO
WIPO (PCT)
Prior art keywords
formula
compound
methoxy
methoxypropoxy
benzyl
Prior art date
Application number
PCT/IN2011/000366
Other languages
English (en)
Inventor
Manne Satyanarayana Reddy
Srinivasan Thirumalai Rajan
Sajja Eswaraiah
Ghojala Venkat Reddy
Karamala Rama Subba Reddy
Maramreddy Sahadeva Reddy
Original Assignee
Msn Laboratories Limited
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 Msn Laboratories Limited filed Critical Msn Laboratories Limited
Publication of WO2011148392A1 publication Critical patent/WO2011148392A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/14—Preparation of carboxylic acid amides by formation of carboxamide groups together with reactions not involving the carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/367—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41—Preparation of salts of carboxylic acids
    • C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D263/18—Oxygen atoms
    • C07D263/20—Oxygen atoms attached in position 2
    • C07D263/26—Oxygen atoms attached in position 2 with hetero atoms or acyl radicals directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/13—Crystalline forms, e.g. polymorphs

Abstract

L'invention concerne un procédé pour préparer un composé (2S,4S,5S,7S)-N-(2- carbamoyl-2-méthylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-méthoxy-3-(3-méthoxy propoxy )phényl]-octanamide de formule (1) et ses sels pharmaceutiquement acceptables. Cette invention concerne en outre des procédés pour préparer du (R)-4-(2-(halométhyl)-3- méthylbutyl)-1-méthoxy-2-(3-méthoxypropoxy) benzène et du (R)-2-(4-méthoxy-3-(3-méthoxy propoxy) benzyl)-3-méthyIbutan-1-ol qui sont des produits intermédiaires utiles pour synthétiser ledit composé de formule (1).
PCT/IN2011/000366 2010-05-28 2011-05-26 Procédé pour préparer un hémifumarate du composé (2s,4s,5s,7s)-n-(2-carbamoyl-2- méthylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-méthoxy-3-(3- méthoxypropoxy)phényl]-octanamide et produits intermédiaires correspondants WO2011148392A1 (fr)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
IN1468/CHE/2010 2010-05-28
IN1467CH2010 2010-05-28
IN1468CH2010 2010-05-28
IN1467/CHE/2010 2010-05-28
IN1735/CHE/2011 2011-05-23
IN1735CH2011 2011-05-23

Publications (1)

Publication Number Publication Date
WO2011148392A1 true WO2011148392A1 (fr) 2011-12-01

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2011/000366 WO2011148392A1 (fr) 2010-05-28 2011-05-26 Procédé pour préparer un hémifumarate du composé (2s,4s,5s,7s)-n-(2-carbamoyl-2- méthylpropyl)-5-amino-4-hydroxy-2,7-diisopropyl-8-[4-méthoxy-3-(3- méthoxypropoxy)phényl]-octanamide et produits intermédiaires correspondants

Country Status (1)

Country Link
WO (1) WO2011148392A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012052829A1 (fr) * 2010-10-19 2012-04-26 Matrix Laboratories Ltd Synthèse d'aliskirène
WO2013121443A1 (fr) * 2012-02-17 2013-08-22 Mylan Laboratories Ltd. Procédé amélioré pour la préparation d'aliskirène
WO2013144979A1 (fr) * 2012-03-28 2013-10-03 Maylan Laboratories Ltd Procédé pour la préparation d'aliskirène
WO2013171767A1 (fr) * 2012-05-18 2013-11-21 Mylan Laboratories Limited Procédé amélioré de préparation d'aliskiren
CN104592054A (zh) * 2013-10-31 2015-05-06 徐州万邦金桥制药有限公司 一种高纯度半富马酸阿利吉仑的制备方法
WO2017143627A1 (fr) * 2016-02-26 2017-08-31 常州制药厂有限公司 Nouveau procédé de préparation d'un intermédiaire d'aliskirène

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1440381A (zh) * 2000-07-05 2003-09-03 斯皮德尔药品公司 取代的辛酰胺的制备方法
US6800769B2 (en) * 2000-07-25 2004-10-05 Speedel Pharma Ag Process for the preparation of substituted octanoyl amides
CN101016253A (zh) * 2006-02-09 2007-08-15 上海药明康德新药开发有限公司 高血压蛋白原酶抑制剂阿利克仑的实用性合成方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1440381A (zh) * 2000-07-05 2003-09-03 斯皮德尔药品公司 取代的辛酰胺的制备方法
US6800769B2 (en) * 2000-07-25 2004-10-05 Speedel Pharma Ag Process for the preparation of substituted octanoyl amides
CN101016253A (zh) * 2006-02-09 2007-08-15 上海药明康德新药开发有限公司 高血压蛋白原酶抑制剂阿利克仑的实用性合成方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DONG HUA ET AL.: "Practical synthesis of an orally active renin inhibitor aliskiren", TETRAHEDRON LETTERS, vol. 46, no. 37, 2005, pages 6337 - 6340 *

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012052829A1 (fr) * 2010-10-19 2012-04-26 Matrix Laboratories Ltd Synthèse d'aliskirène
WO2013121443A1 (fr) * 2012-02-17 2013-08-22 Mylan Laboratories Ltd. Procédé amélioré pour la préparation d'aliskirène
US9090537B2 (en) 2012-02-17 2015-07-28 Mylan Laboratories Limited Process for the preparation of aliskiren
WO2013144979A1 (fr) * 2012-03-28 2013-10-03 Maylan Laboratories Ltd Procédé pour la préparation d'aliskirène
WO2013171767A1 (fr) * 2012-05-18 2013-11-21 Mylan Laboratories Limited Procédé amélioré de préparation d'aliskiren
CN104592054A (zh) * 2013-10-31 2015-05-06 徐州万邦金桥制药有限公司 一种高纯度半富马酸阿利吉仑的制备方法
WO2017143627A1 (fr) * 2016-02-26 2017-08-31 常州制药厂有限公司 Nouveau procédé de préparation d'un intermédiaire d'aliskirène

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