WO2010128388A3 - An improved process for the preparation of intermediate compounds useful for the preparation of cinacalcet - Google Patents

An improved process for the preparation of intermediate compounds useful for the preparation of cinacalcet Download PDF

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Publication number
WO2010128388A3
WO2010128388A3 PCT/IB2010/001057 IB2010001057W WO2010128388A3 WO 2010128388 A3 WO2010128388 A3 WO 2010128388A3 IB 2010001057 W IB2010001057 W IB 2010001057W WO 2010128388 A3 WO2010128388 A3 WO 2010128388A3
Authority
WO
WIPO (PCT)
Prior art keywords
preparation
improved process
cinacalcet
compounds useful
intermediate compounds
Prior art date
Application number
PCT/IB2010/001057
Other languages
French (fr)
Other versions
WO2010128388A2 (en
Inventor
Venkata Naga Srinivasa Rao Divvela
Srikanth Guntupally
Satheesh Deekonda
Lenin Racha
Uttam Kumar Ray
Aminul Islam
Sivakumaran Meenakshisunderam
Original Assignee
Aurobindo Pharma 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 Aurobindo Pharma Limited filed Critical Aurobindo Pharma Limited
Publication of WO2010128388A2 publication Critical patent/WO2010128388A2/en
Publication of WO2010128388A3 publication Critical patent/WO2010128388A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/30—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring the six-membered aromatic ring being part of a condensed ring system formed by two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/30—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with halogen containing compounds, e.g. hypohalogenation
    • 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

Abstract

The present invention provides an improved process for the preparation of 3-[3-(trifluoromethyl)phenyl]-2-propenal (IIIa), (formula IIIa) and 3-[3-(trifluoromethyl)phenyl]-2-propen-1-ol (IVb), (formula IVb) The compounds of Formula IIIa and IVb are key precursors in the preparation of Calcimimetic agent, Cinacalcet hydrochloride of Formula I.
PCT/IB2010/001057 2009-05-08 2010-05-10 An improved process for the preparation of intermediate compounds useful for the preparation of cinacalcet WO2010128388A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN1068/CHE/2009 2009-05-08
IN1068CH2009 2009-05-08
IN407/CHE/2010 2010-02-17
IN407CH2010 2010-02-17

Publications (2)

Publication Number Publication Date
WO2010128388A2 WO2010128388A2 (en) 2010-11-11
WO2010128388A3 true WO2010128388A3 (en) 2011-04-07

Family

ID=43050558

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2010/001057 WO2010128388A2 (en) 2009-05-08 2010-05-10 An improved process for the preparation of intermediate compounds useful for the preparation of cinacalcet

Country Status (1)

Country Link
WO (1) WO2010128388A2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2995307A1 (en) 2012-09-07 2014-03-14 Prod Chim Auxiliaires Et De Synthese PROCESS FOR THE PREPARATION OF CINACALCET AND ITS PHARMACEUTICALLY ACCEPTABLE SALTS
WO2016193882A1 (en) * 2015-05-29 2016-12-08 Lupin Limited Process for preparation of cinacalcet intermediate and cinacalcet hydrochloride

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5089513A (en) * 1988-07-12 1992-02-18 Ici Pharma 5-lipoxygenase inhibitory thiazoles

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1268467A (en) 1985-02-18 1990-05-01 Robert John Blade Pesticidal compounds
US6313146B1 (en) 1991-08-23 2001-11-06 Nps Pharmaceuticals, Inc. Calcium receptor-active molecules
US6011068A (en) 1991-08-23 2000-01-04 Nps Pharmaceuticals, Inc. Calcium receptor-active molecules
CZ290670B6 (en) 1994-10-21 2002-09-11 Nps Pharmaceuticals, Inc. Compounds, which are able to modulate inorganic ion receptors and pharmaceutical preparation containing thereof
KR20070116286A (en) 2005-05-16 2007-12-07 테바 파마슈티컬 인더스트리즈 리미티드 Process for preparing cinacalcet hydrochloride
CN101180261A (en) 2005-05-23 2008-05-14 特瓦制药工业有限公司 Processes for preparing cinacalcet hydrochloride crystal form i
US7393967B2 (en) 2006-04-27 2008-07-01 Teva Pharmaceutical Industries Ltd. Process for the preparation of cinacalcet base
KR20090025189A (en) 2006-04-27 2009-03-10 테바 파마슈티컬 인더스트리즈 리미티드 Process for the preparation of cinacalcet base
AR061310A1 (en) 2006-06-08 2008-08-20 Medichem Sa PROCESSES TO PREPARE USEFUL INTERMEDIATE COMPOUNDS FOR THE PREPARATION OF CINACALCET
EP2041065A2 (en) 2006-06-08 2009-04-01 Medichem, S.A. Processes for preparing cinacalcet hydrochloride and polymorphic forms thereof

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5089513A (en) * 1988-07-12 1992-02-18 Ici Pharma 5-lipoxygenase inhibitory thiazoles

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
J.IQBAL ET AL: "Cinacalcet hydrochloride", IDRUGS, vol. 6, no. 6, 2003, CURRENT DRUGS LTD, pages 587 - 592, XP002616108, ISSN: 1369-7056 *
OIDA S ET AL: "Synthesis and antifungal activities of R-102557 and related dioxane-triazole derivatives", CHEMICAL AND PHARMACEUTICAL BULLETIN, PHARMACEUTICAL SOCIETY OF JAPAN, TOKYO, JP, vol. 48, no. 5, 1 May 2000 (2000-05-01), pages 694 - 707, XP002156630, ISSN: 0009-2363 *

Also Published As

Publication number Publication date
WO2010128388A2 (en) 2010-11-11

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