WO2017130221A1 - Procédé amélioré de préparation d'idélalisib - Google Patents

Procédé amélioré de préparation d'idélalisib Download PDF

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Publication number
WO2017130221A1
WO2017130221A1 PCT/IN2017/050038 IN2017050038W WO2017130221A1 WO 2017130221 A1 WO2017130221 A1 WO 2017130221A1 IN 2017050038 W IN2017050038 W IN 2017050038W WO 2017130221 A1 WO2017130221 A1 WO 2017130221A1
Authority
WO
WIPO (PCT)
Prior art keywords
formula
compound
reaction
idelalisib
protecting group
Prior art date
Application number
PCT/IN2017/050038
Other languages
English (en)
Inventor
Rajamannar Thennati
Shriprakash Dhar DWIVEDI
Kanaksinh Jesingbhai Jadav
Vimeshkumar Maganlal Patel
Krunalkumar Chetanbhai JOSHI
Original Assignee
Sun Pharmaceutical Industries 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 Sun Pharmaceutical Industries Limited filed Critical Sun Pharmaceutical Industries Limited
Publication of WO2017130221A1 publication Critical patent/WO2017130221A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
    • C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
    • C07D473/32—Nitrogen atom
    • C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Definitions

  • solvent in step a) of above process, may be selected from any suitable solvent for the reaction such as acetonitrile, dimethyl sulfoxide, dimethylacetamide or mixtures thereof.
  • suitable solvent for the reaction such as acetonitrile, dimethyl sulfoxide, dimethylacetamide or mixtures thereof.
  • the most preferred solvent is acetonitrile.
  • Example 1 (5)-[l-(5-fluoro-4-oxo-3-phenyl-3,4-dihydro-quinazolin-2-yl)-propyl]- carbamic acid tert-butyl ester

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

La présente invention concerne un procédé amélioré pour la préparation du composé de formule III par cyclisation d'un composé de formule II en présence d'hexaméthyldisilazane et d'une base dans un solvant. Le composé de formule III est ensuite converti en idélalisib, X représentant un groupe protecteur amino.
PCT/IN2017/050038 2016-01-29 2017-01-25 Procédé amélioré de préparation d'idélalisib WO2017130221A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN201621003350 2016-01-29
IN201621003350 2016-01-29
IN201621013517 2016-04-18
IN201621013517 2016-04-18

Publications (1)

Publication Number Publication Date
WO2017130221A1 true WO2017130221A1 (fr) 2017-08-03

Family

ID=59397629

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IN2017/050038 WO2017130221A1 (fr) 2016-01-29 2017-01-25 Procédé amélioré de préparation d'idélalisib

Country Status (1)

Country Link
WO (1) WO2017130221A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11358966B2 (en) 2018-03-16 2022-06-14 Johnson Matthey Public Limited Company Pyridine or N,N-dimethyl acetamide solvated solid state forms of solvated idelalisib, their use and preparation

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USRE44638E1 (en) * 2004-05-13 2013-12-10 Icos Corporation Quinazolinones as inhibitors of human phosphatidylinositol 3-kinase delta
WO2015042077A1 (fr) * 2013-09-22 2015-03-26 Calitor Sciences, Llc Composés substitués d'aminopyrimidine et procédés d'utilisation

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USRE44638E1 (en) * 2004-05-13 2013-12-10 Icos Corporation Quinazolinones as inhibitors of human phosphatidylinositol 3-kinase delta
WO2015042077A1 (fr) * 2013-09-22 2015-03-26 Calitor Sciences, Llc Composés substitués d'aminopyrimidine et procédés d'utilisation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
UA KSHIRSAGAR ET AL.: "Hexamethyldisilazane-iodine induced intramolecular dehydrative cyclization of diamides: a general access to natural and unnatural quinazolinones", TETRAHEDRON LETTERS, vol. 48, pages 3243 - 3246, XP022021575, Retrieved from the Internet <URL:10.1016/j.tetlet.2007.03.032> [retrieved on 20070312], DOI: doi:10.1016/j.tetlet.2007.03.032 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11358966B2 (en) 2018-03-16 2022-06-14 Johnson Matthey Public Limited Company Pyridine or N,N-dimethyl acetamide solvated solid state forms of solvated idelalisib, their use and preparation

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