ECSP066384A - Proceso para la preparación de 4-amino - 3- quinolincarbonitrilos - Google Patents

Proceso para la preparación de 4-amino - 3- quinolincarbonitrilos

Info

Publication number
ECSP066384A
ECSP066384A EC2006006384A ECSP066384A ECSP066384A EC SP066384 A ECSP066384 A EC SP066384A EC 2006006384 A EC2006006384 A EC 2006006384A EC SP066384 A ECSP066384 A EC SP066384A EC SP066384 A ECSP066384 A EC SP066384A
Authority
EC
Ecuador
Prior art keywords
amino
cyanoacetamide
produce
preparation
cyanoacrylamide
Prior art date
Application number
EC2006006384A
Other languages
English (en)
Inventor
Diane Harris Boschelli
Sutherland Karen Wiggins
Gregg Brian Feigelson
David Michael Blum
Henry Lee Strong
Original Assignee
Wyeth Corp
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=34215972&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ECSP066384(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Wyeth Corp filed Critical Wyeth Corp
Publication of ECSP066384A publication Critical patent/ECSP066384A/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/275Nitriles; Isonitriles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47Quinolines; Isoquinolines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47Quinolines; Isoquinolines
    • A61K31/47064-Aminoquinolines; 8-Aminoquinolines, e.g. chloroquine, primaquine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • 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
    • C07D215/48Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Urology & Nephrology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Vascular Medicine (AREA)
  • Materials Engineering (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)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)

Abstract

Esta invención describe un proceso para la preparación de 4-amino-3-quinolincarbonitrilo, que comprende combinar un compuesto de amina con un ácido cianoacético y un catalizador ácido, para producir una cianoacetamida; condensar la cianoacetamida con una anilina opcionalmente hasta tetra-sustituida, en un solvente alcohólico y un ortoformiato de trialquilo, para producir una 2-amino-2-cianoacrilamida; combinar la 3-amino-2-cianoacrilamida con oxicloruro de fósforo en acetonitrilo, butironitrilo, tolueno o xileno, opcionalmente en presencia de un catalizador, para producir el 4-amino-3-quinolincarbonitrilo, y también describe un proceso para la preparación del 7-amino-tieno[3,2-b]piridin-6-carbonitrilo, que comprende combinar un 3-amino-tiofeno con un cianoacetamida y ortoformiato de trialquilo en un solvente alcohólico, para obtener una 3-amino-2-cianoacrilamida; y combinar la 3-amino-2-cianoacrilamida con oxicloruro de fósforo y acetonitrilo, butironitrilo, tolueno o xileno, opcionalmente en presencia de un catalizador, para producir el 7-amino-tieno[3,2-b]piridin-6-carbonitrilo; y también describe un proceso para la preparación del 4-amino-3-quinolincarbonitrilo que comprende: combinar un compuesto de amina con ácido cianoacético con un reactivo de acoplamiento de péptidos, para obtener una suspensión; se filtra la suspensión; para producir la cianoacetamida; se condensa la cianoacetamida con una anilina opcionalmente hasta tetra-sustituida, con un solvente alcohólico para producir un 4-amino-3-quinolincarbonitrilo; y la invención describe un proceso para obtener una cianoacetamida.
EC2006006384A 2003-08-19 2006-02-17 Proceso para la preparación de 4-amino - 3- quinolincarbonitrilos ECSP066384A (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US49619103P 2003-08-19 2003-08-19

Publications (1)

Publication Number Publication Date
ECSP066384A true ECSP066384A (es) 2006-08-30

Family

ID=34215972

Family Applications (1)

Application Number Title Priority Date Filing Date
EC2006006384A ECSP066384A (es) 2003-08-19 2006-02-17 Proceso para la preparación de 4-amino - 3- quinolincarbonitrilos

Country Status (25)

Country Link
US (2) US7297795B2 (es)
EP (1) EP1660453A2 (es)
JP (1) JP2007502819A (es)
KR (1) KR20060066733A (es)
CN (1) CN1835923A (es)
AR (1) AR045277A1 (es)
AU (1) AU2004267061A1 (es)
BR (1) BRPI0413667A (es)
CA (1) CA2535385A1 (es)
CO (1) CO5670369A2 (es)
CR (1) CR8226A (es)
EC (1) ECSP066384A (es)
GT (1) GT200400165A (es)
IL (1) IL173456A0 (es)
MX (1) MXPA06001590A (es)
MY (1) MY140542A (es)
NO (1) NO20060539L (es)
PA (1) PA8609301A1 (es)
PE (1) PE20050344A1 (es)
RU (1) RU2345069C2 (es)
SA (1) SA04250258B1 (es)
SG (1) SG145744A1 (es)
SV (1) SV2005001855A (es)
TW (1) TW200517378A (es)
WO (1) WO2005019201A2 (es)

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US7479561B2 (en) 2004-08-16 2009-01-20 Wyeth 4-(2,4-dichloro-5-methoxyphenyl)amino-6-methoxy-7-{[5-substituted-amino)methyl]-3-furyl}-3-quinolinecarbonitriles as kinase inhibitors
ZA200706804B (en) 2005-02-03 2008-10-29 Gen Hospital Corp Method for treating gefitinib resistant cancer
AU2006247520A1 (en) * 2005-05-18 2006-11-23 Wyeth 3-cyanoquinoline inhibitors of TPL2 kinase and methods of making and using the same
CN101180273A (zh) * 2005-05-25 2008-05-14 惠氏公司 合成6-烷基氨基喹啉衍生物的方法
JP2008545688A (ja) * 2005-05-25 2008-12-18 ワイス 置換3−シアノキノリン並びにその中間体を合成する方法
MX2007014773A (es) * 2005-05-25 2008-02-20 Wyeth Corp Metodo para preparar 3-ciano-quinolinas e intermedios hechos de esta forma.
ES2449197T5 (es) 2005-07-01 2022-04-28 Wyeth Llc Formas cristalinas de 4-[(2,4-dicloro-5-metoxifenil)amino]-6-metoxi-7-[3-(4-metil-1-piperazinil)propoxi]-3- quinolincarbonitrilo y procedimientos de preparación de las mismas
KR101354828B1 (ko) 2005-11-04 2014-02-18 와이어쓰 엘엘씨 mTOR 저해자, 헤르셉틴, 및/또는 HKI-272의항신생물성 조합
BRPI0707544A2 (pt) * 2006-02-08 2011-05-03 Wyeth Corp método para preparar compostos
CN101195578B (zh) * 2006-12-08 2012-04-25 上海睿智化学研究有限公司 1-(卤烷氧基)-2-烷氧基-5-硝基苯类化合物的合成方法
US8022216B2 (en) 2007-10-17 2011-09-20 Wyeth Llc Maleate salts of (E)-N-{4-[3-chloro-4-(2-pyridinylmethoxy)anilino]-3-cyano-7-ethoxy-6-quinolinyl}-4-(dimethylamino)-2-butenamide and crystalline forms thereof
CA2725598C (en) 2008-06-17 2013-10-08 Wyeth Llc Antineoplastic combinations containing hki-272 and vinorelbine
MX2011001318A (es) * 2008-08-04 2011-03-04 Wyeth Llc Combinaciones antineoplasicas de 4-anilino-3-cianoquinolinas y capecitabina.
WO2010030835A2 (en) * 2008-09-11 2010-03-18 Wyeth Llc Pharmaceutical compositions of an src kinase inhibitor and an aromatase inhibitor
EP2416774B1 (en) 2009-04-06 2015-11-04 Wyeth LLC Treatment regimen utilizing neratinib for breast cancer
CA2766067A1 (en) 2009-07-02 2011-01-06 Wyeth Llc 3-cyanoquinoline tablet formulations and uses thereof
CN101792416B (zh) * 2010-01-15 2011-10-05 南京医科大学 一种博舒替尼的制备工艺
MX342164B (es) * 2010-06-23 2016-09-19 Hanmi Science Co Ltd Derivados de pirimidina fusionados novedosos para la inhibicion de la actividad de tirosina cinasa.
WO2013187967A1 (en) 2012-06-15 2013-12-19 Institute For Cancer Research D/B/A The Research Institute Of Fox Case Cancer Center ("Fox Chase Cancer Center") Sensitization of cancer cells to dna damage by inhibiting kinases essential for dna damage checkpoint control
CN102952037A (zh) * 2012-11-18 2013-03-06 大连九信生物化工科技有限公司 一种2-氰基-n-(2,4-二氯-5-甲氧苯基)乙酰胺的合成方法
WO2015123758A1 (en) * 2014-02-20 2015-08-27 Apotex Inc. Bosutinib forms and preparation methods thereof
CN104876865A (zh) * 2014-02-27 2015-09-02 南京正荣医药化学有限公司 一种博舒替尼的制备工艺
RS58639B1 (sr) 2015-07-06 2019-05-31 Gilead Sciences Inc Cot modulatori i postupci za njihovu upotrebu
PT3319955T (pt) 2015-07-06 2021-01-05 Gilead Sciences Inc 6-amino-quinolino-3-carbonitrilos como moduladores de cot
CN105085398A (zh) * 2015-09-06 2015-11-25 合肥华方医药科技有限公司 一种博舒替尼异构体杂质的制备方法
CN105646345A (zh) * 2016-03-16 2016-06-08 浙江海正药业股份有限公司 博舒替尼的新晶型及其制备方法
AU2017289158C1 (en) 2016-06-30 2020-07-23 Gilead Sciences, Inc. 4,6-diaminoquinazolines as Cot modulators and methods of use thereof
AU2018351539A1 (en) * 2017-10-18 2020-05-28 Jiangsu Hengrui Medicine Co., Ltd. Preparation method for tyrosine kinase inhibitor and intermediate thereof
CN108084085B (zh) * 2017-12-28 2019-11-26 山东铂源药业有限公司 一种n-(3-氯-4-(2-吡啶甲氧基)苯基)-2-氰基乙酰胺的制备方法
WO2019186429A1 (en) * 2018-03-30 2019-10-03 Sun Pharmaceutical Industries Limited A process for the preparation of bosutinib
CN109180578B (zh) * 2018-10-19 2020-06-26 山东创新药物研发有限公司 一种博舒替尼的制备方法
CN111646955B (zh) * 2019-03-04 2024-05-24 鲁南制药集团股份有限公司 一种制备博舒替尼中间体的方法
CN111646939A (zh) * 2019-03-04 2020-09-11 鲁南制药集团股份有限公司 一种博舒替尼的制备方法
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UA73073C2 (uk) * 1997-04-03 2005-06-15 Уайт Холдінгз Корпорейшн Заміщені 3-ціанохіноліни, спосіб їх одержання та фармацевтична композиція

Also Published As

Publication number Publication date
SA04250258B1 (ar) 2009-01-07
CO5670369A2 (es) 2006-08-31
AR045277A1 (es) 2005-10-19
CR8226A (es) 2008-08-21
SG145744A1 (en) 2008-09-29
US20080033175A1 (en) 2008-02-07
EP1660453A2 (en) 2006-05-31
MY140542A (en) 2009-12-31
PE20050344A1 (es) 2005-06-19
RU2006108524A (ru) 2007-09-27
US20050043537A1 (en) 2005-02-24
JP2007502819A (ja) 2007-02-15
GT200400165A (es) 2005-04-12
RU2345069C2 (ru) 2009-01-27
CN1835923A (zh) 2006-09-20
MXPA06001590A (es) 2006-05-19
PA8609301A1 (es) 2005-03-03
BRPI0413667A (pt) 2006-10-24
NO20060539L (no) 2006-02-13
WO2005019201A3 (en) 2005-08-04
CA2535385A1 (en) 2005-03-03
KR20060066733A (ko) 2006-06-16
US7297795B2 (en) 2007-11-20
TW200517378A (en) 2005-06-01
WO2005019201A2 (en) 2005-03-03
AU2004267061A1 (en) 2005-03-03
IL173456A0 (en) 2006-06-11
SV2005001855A (es) 2005-11-04

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