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WO2012111027A3 - Process for pemetrexed disodium - Google Patents

Process for pemetrexed disodium Download PDF

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Publication number
WO2012111027A3
WO2012111027A3 PCT/IN2012/000103 IN2012000103W WO2012111027A3 WO 2012111027 A3 WO2012111027 A3 WO 2012111027A3 IN 2012000103 W IN2012000103 W IN 2012000103W WO 2012111027 A3 WO2012111027 A3 WO 2012111027A3
Authority
WO
WIPO (PCT)
Prior art keywords
pemetrexed disodium
preparation
substantially free
provides
present
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/IN2012/000103
Other languages
French (fr)
Other versions
WO2012111027A2 (en
Inventor
Bandi Parthasaradhi Reddy
Kura Rathnakar Reddy
Dasari Muralidhara Reddy
Puranik Ramachandra
Bandi Vamsi Krishna
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.)
Hetero Research Foundation
Original Assignee
Hetero Research Foundation
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 Hetero Research Foundation filed Critical Hetero Research Foundation
Priority to EP12747282.7A priority Critical patent/EP2675808A4/en
Publication of WO2012111027A2 publication Critical patent/WO2012111027A2/en
Publication of WO2012111027A3 publication Critical patent/WO2012111027A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

The present invention provides a process for the preparation of N-[4-[2-(2-amino-4, 7 -dihydro-4-oxo-1 H-pyrrolo[2,3-d]pyrimidin-5-yl) ethyf]benzoyl]-L-glutamic acid dimethyl ester1 or salts thereof. The present invention also provides a process for the preparation of pemetrexed disodium substantially free of enatiomeric impurity. In another aspect, the present invention provides a process for the preparation of pemetrexed disodium substantially free of enantiomeric impurity, which comprises: a) stirring a solution of N-[4-[2-(2-amino-4,7-dihydro-4-oxo-IH-pyrrolo[2,3- d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid dimethyl ester 4- methylbenzenesulfonic acid with a mixture of sodium hydroxide and water at below 30°C; b) adjusting the pH of the reaction mass to above 7.2 with an acid; c) adding an organic solvent to the solution obtained in step (b) at below 30°C; and d) isolating the pemetrexed disodium substantially free of enantiomeric impurity.
PCT/IN2012/000103 2011-02-15 2012-02-14 Process for pemetrexed disodium Ceased WO2012111027A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP12747282.7A EP2675808A4 (en) 2011-02-15 2012-02-14 Process for pemetrexed disodium

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IN434CH2011 2011-02-15
IN434/CHE/2011 2011-02-15

Publications (2)

Publication Number Publication Date
WO2012111027A2 WO2012111027A2 (en) 2012-08-23
WO2012111027A3 true WO2012111027A3 (en) 2012-10-11

Family

ID=46672998

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2012/000103 Ceased WO2012111027A2 (en) 2011-02-15 2012-02-14 Process for pemetrexed disodium

Country Status (2)

Country Link
EP (1) EP2675808A4 (en)
WO (1) WO2012111027A2 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101578093B1 (en) * 2013-09-05 2015-12-16 주식회사 삼양바이오팜 Improved method for preparing an intermediate for preparing pemetrexed with high purity and method for preparing pemetrexed with high purity by using the intermediate
CN107628947B (en) * 2017-09-14 2020-07-28 浙江工业大学 A kind of preparation method of pemetrexed disodium key intermediate
TW202000204A (en) * 2018-06-20 2020-01-01 日商日本化藥股份有限公司 Pemetrexed sodium injection solution formulation and manufacturing method therefor
CN110031567A (en) * 2019-05-15 2019-07-19 南京制药厂有限公司 The analysis method of pemetrexed disodium intermediate diethylester
CN111333658A (en) * 2020-05-06 2020-06-26 贵州联科中贝制药科技有限公司 Preparation method of pemetrexed disodium hydrate

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5403843A (en) * 1991-08-12 1995-04-04 Takeda Chemical Industries, Ltd. Pyrrolopyrimidinyalglutaminate derivatives and their use
WO2001014379A2 (en) * 1999-08-23 2001-03-01 Eli Lilly And Company A novel crystalline form of disodium n-[4-[2-(2-amino-4,7-dihydro-4-oxo-3h-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid salt and processes therefor
WO2010030598A2 (en) * 2008-09-11 2010-03-18 Dr. Reddy's Laboratories Limited Pharmaceutical formulations comprising pemetrexed
US20100305319A1 (en) * 2007-10-24 2010-12-02 Chongquing Pharmaceutical Research Institute Co. ltd Method of purifying a salt, sodium salt and disodium salt of pemetrexed
EP2301909A1 (en) * 2008-05-30 2011-03-30 Shanghai Cdymax Pharmaceuticals Co., Ltd Processes for preparing pemetrexed disodium and its intermediate,4-(4-carbomethoxyphenyl)butanal

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2304656A1 (en) * 1997-09-26 1999-04-08 Eli Lilly And Company Processes and intermediates useful to make antifolates
TW201118098A (en) * 2009-08-13 2011-06-01 Reddy S Lab Liimited Dr Processes for preparing pemetrexed

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5403843A (en) * 1991-08-12 1995-04-04 Takeda Chemical Industries, Ltd. Pyrrolopyrimidinyalglutaminate derivatives and their use
WO2001014379A2 (en) * 1999-08-23 2001-03-01 Eli Lilly And Company A novel crystalline form of disodium n-[4-[2-(2-amino-4,7-dihydro-4-oxo-3h-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-l-glutamic acid salt and processes therefor
US20100305319A1 (en) * 2007-10-24 2010-12-02 Chongquing Pharmaceutical Research Institute Co. ltd Method of purifying a salt, sodium salt and disodium salt of pemetrexed
EP2301909A1 (en) * 2008-05-30 2011-03-30 Shanghai Cdymax Pharmaceuticals Co., Ltd Processes for preparing pemetrexed disodium and its intermediate,4-(4-carbomethoxyphenyl)butanal
WO2010030598A2 (en) * 2008-09-11 2010-03-18 Dr. Reddy's Laboratories Limited Pharmaceutical formulations comprising pemetrexed

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP2675808A4 *

Also Published As

Publication number Publication date
WO2012111027A2 (en) 2012-08-23
EP2675808A4 (en) 2014-07-09
EP2675808A2 (en) 2013-12-25

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