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WO2009057133A3 - A process for the synthesis of 2-[2-[4-[(4-chlorophenyl)phenyl methyl]-1-piperazinyl] ethoxy acetic acid - Google Patents

A process for the synthesis of 2-[2-[4-[(4-chlorophenyl)phenyl methyl]-1-piperazinyl] ethoxy acetic acid Download PDF

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Publication number
WO2009057133A3
WO2009057133A3 PCT/IN2008/000419 IN2008000419W WO2009057133A3 WO 2009057133 A3 WO2009057133 A3 WO 2009057133A3 IN 2008000419 W IN2008000419 W IN 2008000419W WO 2009057133 A3 WO2009057133 A3 WO 2009057133A3
Authority
WO
WIPO (PCT)
Prior art keywords
piperazinyl
acetic acid
phenyl methyl
chlorophenyl
synthesis
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/IN2008/000419
Other languages
French (fr)
Other versions
WO2009057133A2 (en
Inventor
Santosh Ramesh Badgujar
Hemant Harishchandra Kamble
Vipin Sharma
Dharmeshkumar Arvindbhai Patel
Mubeen Ahmed Khan
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.)
Glenmark Generics Ltd
Original Assignee
Glenmark Generics Ltd
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 Glenmark Generics Ltd filed Critical Glenmark Generics Ltd
Publication of WO2009057133A2 publication Critical patent/WO2009057133A2/en
Anticipated expiration legal-status Critical
Publication of WO2009057133A3 publication Critical patent/WO2009057133A3/en
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/14—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms

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

Abstract

TAbstract A process for the preparation of 2-[2-[4-[(4-chloro phenyl) phenyl methyl]-1-piperazinyl] ethoxy acetic acid of formula (Ia) and pharmaceutically acceptable salts thereof, and compounds of formula (IIa) and (VIIIa), wherein R1 = H or C1-C4 alkyl; R2 = aryl or heteroaryl or R1 and R2 together with the carbon to which they are attached form a C3-C8 cycloalkyl group and X is a suitable leaving group for example, chlorine, bromine, iodine, 4-methylphenyl-sulfonyloxy, methylsulfonyloxy group or 4-bromophenyl-sulfonyloxy group are described.
PCT/IN2008/000419 2007-07-24 2008-07-03 A process for the synthesis of 2-[2-[4-[(4-chlorophenyl)phenyl methyl]-1-piperazinyl] ethoxy acetic acid Ceased WO2009057133A2 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN1428/MUM/2007 2007-07-24
IN1428MU2007 2007-07-24
IN1875MU2007 2007-09-24
IN1875/MUM/2007 2007-09-24

Publications (2)

Publication Number Publication Date
WO2009057133A2 WO2009057133A2 (en) 2009-05-07
WO2009057133A3 true WO2009057133A3 (en) 2011-01-06

Family

ID=40591602

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2008/000419 Ceased WO2009057133A2 (en) 2007-07-24 2008-07-03 A process for the synthesis of 2-[2-[4-[(4-chlorophenyl)phenyl methyl]-1-piperazinyl] ethoxy acetic acid

Country Status (1)

Country Link
WO (1) WO2009057133A2 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101928223A (en) * 2009-06-26 2010-12-29 华东理工大学 A kind of resolution method of (R)-(-)-4-chlorobenzhydrylamine
CN103044355A (en) * 2011-10-13 2013-04-17 湖南九典制药有限公司 Key intermediate for synthesizing levocetirizine and preparation method thereof
JP7654243B2 (en) * 2020-02-28 2025-04-01 国立大学法人東海国立大学機構 Mutant G protein-coupled receptors
CN117209453A (en) * 2023-08-24 2023-12-12 迪嘉药业集团股份有限公司 Preparation and application of levocetirizine hydrochloride intermediate

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4525358A (en) * 1981-02-06 1985-06-25 Ucb Pharmaceuticals, Inc. 2-[4-(Diphenylmethyl)-1-piperazinyl]-acetic acids and their amides
US6046332A (en) * 1996-07-11 2000-04-04 Tao; Yong Methods for the manufacture of cetirizine
CN101100462A (en) * 2007-08-02 2008-01-09 河北师范大学 A kind of synthetic method of levocetirizine hydrochloride

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4525358A (en) * 1981-02-06 1985-06-25 Ucb Pharmaceuticals, Inc. 2-[4-(Diphenylmethyl)-1-piperazinyl]-acetic acids and their amides
US6046332A (en) * 1996-07-11 2000-04-04 Tao; Yong Methods for the manufacture of cetirizine
CN101100462A (en) * 2007-08-02 2008-01-09 河北师范大学 A kind of synthetic method of levocetirizine hydrochloride

Also Published As

Publication number Publication date
WO2009057133A2 (en) 2009-05-07

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