AU2020406455B2 - Efficient process for making 6-carboxy benzoxazole derivatives - Google Patents

Efficient process for making 6-carboxy benzoxazole derivatives Download PDF

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Publication number
AU2020406455B2
AU2020406455B2 AU2020406455A AU2020406455A AU2020406455B2 AU 2020406455 B2 AU2020406455 B2 AU 2020406455B2 AU 2020406455 A AU2020406455 A AU 2020406455A AU 2020406455 A AU2020406455 A AU 2020406455A AU 2020406455 B2 AU2020406455 B2 AU 2020406455B2
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Australia
Prior art keywords
formula
compound
dichlorophenyl
carboxy
benzoxazole
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AU2020406455A
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AU2020406455A1 (en
Inventor
Simon Peter CURRAN
Padraig Mary O’NEILL
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Pfizer Ireland Pharmaceuticals
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Pfizer Ireland Pharmaceuticals
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D263/57—Aryl or substituted aryl radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42—Oxazoles
    • A61K31/423—Oxazoles condensed with carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings 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
    • C07D317/34—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/12—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains three hetero rings
    • C07D493/18—Bridged systems
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
AU2020406455A 2019-12-20 2020-12-16 Efficient process for making 6-carboxy benzoxazole derivatives Active AU2020406455B2 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201962951691P 2019-12-20 2019-12-20
US62/951,691 2019-12-20
US202063120426P 2020-12-02 2020-12-02
US63/120,426 2020-12-02
PCT/IB2020/062040 WO2021124158A1 (en) 2019-12-20 2020-12-16 Efficient process for making 6-carboxy benzoxazole derivatives

Publications (2)

Publication Number Publication Date
AU2020406455A1 AU2020406455A1 (en) 2022-07-14
AU2020406455B2 true AU2020406455B2 (en) 2024-02-15

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AU2020406455A Active AU2020406455B2 (en) 2019-12-20 2020-12-16 Efficient process for making 6-carboxy benzoxazole derivatives

Country Status (14)

Country Link
US (1) US12410145B2 (https=)
EP (1) EP4077287B1 (https=)
JP (1) JP2023507399A (https=)
KR (1) KR20220114626A (https=)
CN (1) CN115135639B (https=)
AU (1) AU2020406455B2 (https=)
BR (1) BR112022012097A2 (https=)
CA (1) CA3165298A1 (https=)
ES (1) ES3055912T3 (https=)
HR (1) HRP20251570T1 (https=)
IL (1) IL294115A (https=)
MX (1) MX2022007787A (https=)
TW (1) TWI771827B (https=)
WO (1) WO2021124158A1 (https=)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4077287B1 (en) 2019-12-20 2025-11-19 Pfizer Ireland Pharmaceuticals Unlimited Company Efficient process for making 6-carboxy benzoxazole derivatives
KR102657823B1 (ko) * 2022-03-10 2024-04-16 고려대학교 산학협력단 타파미디스의 신규 합성법
US11970468B1 (en) 2023-10-23 2024-04-30 King Faisal University 2-(benzo[d]oxazol-2-yl)-N′-(3,5-dichlorobenzoyloxy)acetimidamide as an antimicrobial compound

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004056315A2 (en) * 2002-12-19 2004-07-08 The Scripps Research Institute Compositions and methods for stabilizing transthyretin and inhibiting transthyretin misfolding
WO2013168014A1 (en) * 2012-05-10 2013-11-14 Mahesh Kandula Compositions and methods for the treatment of familial amyloid polyneuropathy
WO2016038500A1 (en) * 2014-09-08 2016-03-17 Pfizer Inc. Crystalline solid forms of 6-carboxy-2-(3,5-dichlorophenyl)-benzoxazole
EP3453703A1 (en) * 2016-05-05 2019-03-13 Crystal Pharmatech Co., Ltd Crystalline form e of tafamidis methylglucamine salt, and preparation method and application thereof

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JPS5222642A (en) 1975-08-14 1977-02-21 Kawasaki Heavy Ind Ltd Power generation device by hot water
GB8703975D0 (en) 1987-02-20 1987-03-25 Wellcome Found Pesticidal compounds
GB8809316D0 (en) * 1987-05-11 1988-05-25 Ici America Inc Heterocyclic ketones
JP5419545B2 (ja) 2009-05-25 2014-02-19 株式会社トクヤマ オルトエステル化合物の製造方法
US8168683B2 (en) 2009-10-15 2012-05-01 E. I. Du Pont De Nemours And Company Fluorinated vinylidene cationic surfactant
TWI550071B (zh) * 2011-03-25 2016-09-21 捷恩智股份有限公司 原酸酯化合物、液晶組成物及液晶顯示元件
RU2586330C2 (ru) * 2011-09-16 2016-06-10 Пфайзер Инк. Твердые формы ингибитора диссоциации транстиретина
US10766893B2 (en) * 2017-12-20 2020-09-08 H. Lundbeck A/S 1H-pyrazolo[4,3-b]pyridines as PDE1 inhibitors
EP4077287B1 (en) 2019-12-20 2025-11-19 Pfizer Ireland Pharmaceuticals Unlimited Company Efficient process for making 6-carboxy benzoxazole derivatives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004056315A2 (en) * 2002-12-19 2004-07-08 The Scripps Research Institute Compositions and methods for stabilizing transthyretin and inhibiting transthyretin misfolding
WO2013168014A1 (en) * 2012-05-10 2013-11-14 Mahesh Kandula Compositions and methods for the treatment of familial amyloid polyneuropathy
WO2016038500A1 (en) * 2014-09-08 2016-03-17 Pfizer Inc. Crystalline solid forms of 6-carboxy-2-(3,5-dichlorophenyl)-benzoxazole
EP3453703A1 (en) * 2016-05-05 2019-03-13 Crystal Pharmatech Co., Ltd Crystalline form e of tafamidis methylglucamine salt, and preparation method and application thereof

Non-Patent Citations (8)

* Cited by examiner, † Cited by third party
Title
FRANCESCO FERLIN ET AL: "Continuous flow/waste-minimized synthesis of benzoxazoles catalysed by heterogeneous manganese systems", GREEN CHEMISTRY, vol. 21, no. 19, 30 September 2019 (2019-09-30), pages 5298 - 5305 *
GULLUZAR BASTUG ET AL: "Functionalized Orthoesters as Powerful Building Blocks for the Efficient Preparation of Heteroaromatic Bicycles", ORGANIC LETTERS, vol. 14, no. 13, 6 July 2012 (2012-07-06), US, pages 3502 - 3505 *
KANOH S ED - GENNA DOUGLAS T ET AL:, TETRAHEDRON, ELSEVIER SIENCE PUBLISHERS, AMSTERDAM, NL, vol. 58, no. 35, 26 August 2002 (2002-08-26), pages 7049 - 7064 *
KUN-MING LIU ET AL:, ORGANIC & BIOMOLECULAR CHEMISTRY, vol. 14, no. 5, 2016, p 1593-1598 *
SHI YAJIE ET AL: "Iridium-catalyzed intramolecular CN and CO/S cross-coupling reactions: Preparation of benzoazole derivatives", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM , NL, vol. 60, no. 40, 26 August 2019 *
TAKUYA YAMAMOTO ET AL: "Nickel-Catalyzed C-H Arylation of Azoles with Haloarenes: Scope, Mechanism, and Applications to the Synthesis of Bioactive Molecules", CHEMISTRY - A EUROPEAN JOURNAL, vol. 17, no. 36, 2011-08-29, pages 10113 - 10122 *
TIM H M JONCKERS ET AL:, BIORGANIC & MEDICINAL CHEMISTRY LETTERS, ELSEVIER, AMSTERDAM , NL, vol. 22, no. 15, 10 June 2012 (2012-06-10), pages 4998 - 5002 *
YONG ZHANG ET AL: "Iodine Promoted One-Pot Synthesis of 2-Aryl Benzoxazoles from Amidoximes via Oxidative Cyclization and Ring Contraction", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, vol. 2019, no. 45, 21 November 2019, pages 7506 - 7510 *

Also Published As

Publication number Publication date
ES3055912T3 (en) 2026-02-16
TW202136222A (zh) 2021-10-01
EP4077287A1 (en) 2022-10-26
BR112022012097A2 (pt) 2022-08-30
JP2023507399A (ja) 2023-02-22
CN115135639A (zh) 2022-09-30
US20230090609A1 (en) 2023-03-23
EP4077287C0 (en) 2025-11-19
HRP20251570T1 (hr) 2026-01-30
WO2021124158A1 (en) 2021-06-24
EP4077287B1 (en) 2025-11-19
MX2022007787A (es) 2022-07-19
US12410145B2 (en) 2025-09-09
KR20220114626A (ko) 2022-08-17
TWI771827B (zh) 2022-07-21
IL294115A (en) 2022-08-01
CN115135639B (zh) 2025-04-01
AU2020406455A1 (en) 2022-07-14
CA3165298A1 (en) 2021-06-24

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