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MX343288B - Proceso para la preparación de derivados de quinolina. - Google Patents

Proceso para la preparación de derivados de quinolina.

Info

Publication number
MX343288B
MX343288B MX2014004583A MX2014004583A MX343288B MX 343288 B MX343288 B MX 343288B MX 2014004583 A MX2014004583 A MX 2014004583A MX 2014004583 A MX2014004583 A MX 2014004583A MX 343288 B MX343288 B MX 343288B
Authority
MX
Mexico
Prior art keywords
formula
compound
alkyl
quinoline derivatives
halo
Prior art date
Application number
MX2014004583A
Other languages
English (en)
Other versions
MX2014004583A (es
Inventor
Ann Wilson Jo
Naganathan Sriram
Pfeiffer Matthew
G Andersen Neil
Original Assignee
Exelixis Inc
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 Exelixis Inc filed Critical Exelixis Inc
Publication of MX2014004583A publication Critical patent/MX2014004583A/es
Publication of MX343288B publication Critical patent/MX343288B/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20Oxygen atoms
    • C07D215/22Oxygen atoms attached in position 2 or 4
    • C07D215/233Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/02Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/57Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/58Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/57Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/59Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/70Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
    • C07D239/72Quinazolines; Hydrogenated quinazolines
    • C07D239/86Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
    • C07D239/88Oxygen atoms
    • C07D239/90Oxygen atoms with acyclic radicals attached in position 2 or 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Quinoline Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Se describe un proceso para preparar un compuesto de formula I, que comprende las etapas: En donde R1 es halo R2 es halo; R3 es alquilo (c1 - C6) o alquilo C1 -C6) opcionalmente sustituido con heterocicloalquilo; R4 es alquilo (C1 - C6); y Q es CH o N Que comprende: (a) Poner en contacto el ácido 1,1- cicloppropanodicabolxílico con cloruro de tionilo en un solvente aprótico polar; (b) (b) añadir H2N (r2)n y una base de amina terciasria a la mezcla de la ewtapa (a) para formar un compuesto de fórmula A; y.
MX2014004583A 2011-10-20 2012-10-22 Proceso para la preparación de derivados de quinolina. MX343288B (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201161549312P 2011-10-20 2011-10-20
PCT/US2012/061320 WO2013059788A1 (en) 2011-10-20 2012-10-22 Process for preparing quinoline derivatives

Publications (2)

Publication Number Publication Date
MX2014004583A MX2014004583A (es) 2014-10-06
MX343288B true MX343288B (es) 2016-11-01

Family

ID=47146705

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2014004583A MX343288B (es) 2011-10-20 2012-10-22 Proceso para la preparación de derivados de quinolina.

Country Status (24)

Country Link
US (3) US9365516B2 (es)
EP (1) EP2768796B1 (es)
JP (2) JP6208140B2 (es)
KR (1) KR102075371B1 (es)
CN (2) CN104395284A (es)
AR (1) AR088483A1 (es)
AU (2) AU2012325768B2 (es)
BR (1) BR112014009302B1 (es)
CA (1) CA2852771C (es)
DK (1) DK2768796T3 (es)
EA (1) EA031485B1 (es)
ES (1) ES2765013T3 (es)
GE (1) GEP20207110B (es)
HK (1) HK1201517A1 (es)
HU (1) HUE048023T2 (es)
IL (1) IL232139A (es)
IN (1) IN2014CN02971A (es)
MX (1) MX343288B (es)
PL (1) PL2768796T3 (es)
PT (1) PT2768796T (es)
TW (2) TWI619694B (es)
UA (1) UA116876C2 (es)
WO (1) WO2013059788A1 (es)
ZA (1) ZA201402579B (es)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PT2593090T (pt) 2010-07-16 2021-11-04 Exelixis Inc Composições farmacêuticas moduladoras de c-met
FI2621481T4 (fi) 2010-09-27 2023-01-13 Met- ja vegf-kaksoisestäjiä kastraatioresistentin eturauhassyövän ja osteoblastisten luun etäispesäkkeiden hoitamiseen
WO2012109510A1 (en) 2011-02-10 2012-08-16 Exelixis, Inc. Processes for preparing quinoline compounds and pharmaceutical compositions containing such compounds
US20120252840A1 (en) 2011-04-04 2012-10-04 Exelixis, Inc. Method of Treating Cancer
AU2012250759B2 (en) 2011-05-02 2017-06-15 Exelixis, Inc. Method of treating cancer and bone cancer pain
EP2758057B1 (en) 2011-09-22 2017-05-31 Exelixis, Inc. Method for treating osteoporosis
WO2013059788A1 (en) * 2011-10-20 2013-04-25 Exelixis, Inc. Process for preparing quinoline derivatives
JP2015515988A (ja) 2012-05-02 2015-06-04 エクセリクシス, インク. 溶骨性骨転移を治療するためのmet−vegf二重調節剤
NZ712330A (en) 2013-03-15 2020-04-24 Exelixis Inc Metabolites of n-(4-{ [6,7-bis(methyloxy)quinolin-4-yl]oxy} phenyl)-n’-(4-fluorophenyl) cyclopropane-1,1-dicarboxamide
ES2927651T3 (es) 2013-04-04 2022-11-10 Exelixis Inc Forma de dosificación de cabozantinib y uso en el tratamiento del cáncer
CN104649969B (zh) * 2013-11-22 2019-02-12 广东东阳光药业有限公司 一种替尼类药物的盐及其制备方法
AU2015218236B2 (en) 2014-02-14 2019-06-13 Exelixis, Inc. Crystalline solid forms of N-{4-[(6,7-dimethoxyquinolin-4-yl)oxy]phenyl}-N'-(4-fluorophenyl) cyclopropane-1, 1-dicarboxamide, processes for making, and methods of use
US10159666B2 (en) 2014-03-17 2018-12-25 Exelixis, Inc. Dosing of cabozantinib formulations
CN104788372B (zh) * 2014-07-25 2018-01-30 上海圣考医药科技有限公司 一种氘代卡博替尼衍生物、其制备方法、应用及其中间体
CA2956810C (en) 2014-07-31 2022-10-04 Exelixis, Inc. Method of preparing fluorine-18 labeled cabozantinib and its analogs
US11065240B2 (en) 2014-08-05 2021-07-20 Exelixis, Inc. Drug combinations to treat multiple myeloma
CN108026035B (zh) * 2015-09-02 2021-03-30 陈昆锋 具有蛋白酪氨酸磷酸酶shp-1激动剂活性的化合物
EP3442531A1 (en) 2016-04-15 2019-02-20 Exelixis, Inc. Method of treating renal cell carcinoma using n-(4-(6,7-dimethoxyquinolin-4-yloxy) phenyl)-n'-(4-fluoropheny)cyclopropane-1,1-dicarboxamide, (2s)-hydroxybutanedioate
CN109836382B (zh) * 2017-11-29 2021-11-05 江苏豪森药业集团有限公司 苹果酸卡博替尼及其中间体的制备方法
CR20200358A (es) 2018-01-26 2021-02-22 Exelixis Inc Compuestos para el tratamiento de trastornos dependientes de cinasas
AU2019285066B2 (en) 2018-06-15 2024-06-13 Handa Pharmaceuticals, Inc. Kinase inhibitor salts and compositions thereof
CN112142619B (zh) * 2020-10-20 2023-01-10 浙江工业大学 一种1,1-环丙烷二羧酸酰胺类化合物及其制备方法和应用
CA3213086A1 (en) * 2021-03-24 2022-09-29 Ramakrishna Parameshwar Bhat Process for preparation of cabozantinib
WO2024111001A1 (en) * 2022-11-25 2024-05-30 Msn Laboratories Private Limited, R&D Center Crystalline forms of n-(4-(6,7-dimethoxyquinolin-4-yloxy)phenyl)-n'-(4-fluorophenyl) cyclopropane-1,1-dicarboxamide fumarate and process for its preparation

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL2210607T3 (pl) 2003-09-26 2012-01-31 Exelixis Inc N-[3-fluoro-4-({6-(metyloksy)-7-[(3-morfolin-4-ylopropylo)oksy]chinolin-4-ylo} oxy)fenylo]-N'-(4-fluorofenylo)cyklopropano-1,1-dikarboksamid do leczenia raka
WO2006014325A2 (en) * 2004-07-02 2006-02-09 Exelixis, Inc. C-met modulators and method of use
EP1874759A4 (en) 2005-04-06 2009-07-15 Exelixis Inc C-MET MODULATORS MODULATORS AND METHODS OF USE
AU2007334402B2 (en) 2006-12-14 2014-02-13 Exelixis, Inc. Methods of using MEK inhibitors
UY31800A (es) 2008-05-05 2009-11-10 Smithkline Beckman Corp Metodo de tratamiento de cancer usando un inhibidor de cmet y axl y un inhibidor de erbb
US8445509B2 (en) * 2008-05-08 2013-05-21 Takeda Pharmaceutical Company Limited Fused heterocyclic derivatives and use thereof
TW201035017A (en) * 2008-09-26 2010-10-01 Smithkline Beecham Corp Preparation of a quinolinyloxydiphenylcyclopropanedicarboxamide
KR20110084455A (ko) * 2008-11-13 2011-07-22 엑셀리시스, 인코포레이티드 퀴놀린 유도체를 제조하는 방법
TW201028383A (en) 2008-12-04 2010-08-01 Exelixis Inc Methods of preparing quinoline derivatives
EP2387563B2 (en) * 2009-01-16 2022-04-27 Exelixis, Inc. Malate salt of n- (4- { [ 6, 7-bis (methyloxy) quinolin-4-yl]oxy}phenyl-n' - (4 -fluorophenyl) cyclopropane-1,1-dicarboxamide, and crystalline forms thereof for the treatment of cancer
TW201118072A (en) 2009-07-17 2011-06-01 Exelixis Inc Crystalline forms of N-[3-fluoro-4-({6-(methyloxy)-7-[(3-morpholin-4-ylpropyl)oxy]-quinolin-4-yl}oxy)phenyl]-N'-(4-fluorophenyl)cyclopropane-1,1-dicarboxamide
UA108618C2 (uk) 2009-08-07 2015-05-25 Застосування c-met-модуляторів в комбінації з темозоломідом та/або променевою терапією для лікування раку
MX2012010506A (es) 2010-03-12 2012-10-15 Exelixis Inc Formas cristalinas hidratadas del n-[3-fluoro-4-({6-(metiloxi)-7-[ (3-morfolin-4-ilpropil)oxi]-quinolin-4-il}oxi)fenil]-n'-(4-fluoro fenil)ciclopropano-1,1-dicarboxamida.
US20120070368A1 (en) 2010-04-16 2012-03-22 Exelixis, Inc. Methods of Using C-Met Modulators
PT2593090T (pt) 2010-07-16 2021-11-04 Exelixis Inc Composições farmacêuticas moduladoras de c-met
EP2593091A1 (en) 2010-07-16 2013-05-22 Exelixis, Inc. C-met modulator pharmaceutical compositions
WO2012044577A1 (en) 2010-09-27 2012-04-05 Exelixis, Inc. Dual inhibitors of met and vegf for the treatment of castration resistant prostate cancer and osteoblastic bone metastases
CN103391772A (zh) 2010-09-27 2013-11-13 埃克塞里艾克西斯公司 用于治疗去势抵抗性前列腺癌和成骨性骨转移的met和vegf的双重抑制剂
FI2621481T4 (fi) 2010-09-27 2023-01-13 Met- ja vegf-kaksoisestäjiä kastraatioresistentin eturauhassyövän ja osteoblastisten luun etäispesäkkeiden hoitamiseen
EP2643001A4 (en) 2010-11-22 2014-02-19 Glaxosmithkline Ip Dev Ltd METHOD OF TREATING CANCER
WO2012109510A1 (en) 2011-02-10 2012-08-16 Exelixis, Inc. Processes for preparing quinoline compounds and pharmaceutical compositions containing such compounds
US20120252840A1 (en) 2011-04-04 2012-10-04 Exelixis, Inc. Method of Treating Cancer
AU2012250759B2 (en) 2011-05-02 2017-06-15 Exelixis, Inc. Method of treating cancer and bone cancer pain
TW201306842A (zh) 2011-06-15 2013-02-16 Exelixis Inc 使用pi3k/mtor吡啶並嘧啶酮抑制劑及苯達莫司汀及/或利妥昔單抗治療惡性血液疾病之組合療法
EP2758057B1 (en) 2011-09-22 2017-05-31 Exelixis, Inc. Method for treating osteoporosis
WO2013059788A1 (en) 2011-10-20 2013-04-25 Exelixis, Inc. Process for preparing quinoline derivatives
EA201490944A1 (ru) 2011-11-08 2014-10-30 Экселиксис, Инк. Двойной ингибитор met и vegf для лечения рака
JP2015515988A (ja) 2012-05-02 2015-06-04 エクセリクシス, インク. 溶骨性骨転移を治療するためのmet−vegf二重調節剤
CN114129566A (zh) 2012-09-07 2022-03-04 埃克塞里艾克西斯公司 用于治疗肺腺癌的met、vegfr和ret的抑制剂

Also Published As

Publication number Publication date
JP2017222648A (ja) 2017-12-21
US9969692B2 (en) 2018-05-15
CN104395284A (zh) 2015-03-04
IL232139A (en) 2017-11-30
JP6208140B2 (ja) 2017-10-04
TW201321342A (zh) 2013-06-01
DK2768796T3 (da) 2020-02-24
KR20140088874A (ko) 2014-07-11
AU2012325768A1 (en) 2014-05-22
JP2014530880A (ja) 2014-11-20
TWI642650B (zh) 2018-12-01
IN2014CN02971A (es) 2015-07-03
IL232139A0 (en) 2014-05-28
AR088483A1 (es) 2014-06-11
TW201731812A (zh) 2017-09-16
WO2013059788A1 (en) 2013-04-25
US20160229805A1 (en) 2016-08-11
CA2852771A1 (en) 2013-04-25
EA201490831A1 (ru) 2014-09-30
PL2768796T3 (pl) 2020-05-18
HUE048023T2 (hu) 2020-05-28
BR112014009302B1 (pt) 2020-04-28
KR102075371B1 (ko) 2020-02-10
NZ624328A (en) 2016-10-28
ZA201402579B (en) 2015-03-25
ES2765013T3 (es) 2020-06-05
US20180230100A1 (en) 2018-08-16
EP2768796B1 (en) 2019-11-20
AU2017254982A1 (en) 2017-11-23
BR112014009302A2 (pt) 2017-05-23
EP2768796A1 (en) 2014-08-27
NZ723880A (en) 2018-03-23
GEAP201913471A (en) 2019-10-25
EA031485B1 (ru) 2019-01-31
TWI619694B (zh) 2018-04-01
PT2768796T (pt) 2020-02-21
HK1201517A1 (en) 2015-09-04
US20140256938A1 (en) 2014-09-11
CA2852771C (en) 2019-11-26
AU2012325768B2 (en) 2017-08-10
UA116876C2 (uk) 2018-05-25
MX2014004583A (es) 2014-10-06
US9365516B2 (en) 2016-06-14
GEP20207110B (en) 2020-05-25
CN110511158A (zh) 2019-11-29

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