CA2828509C - Synthesis of 2-carboxamide cycloamino urea derivatives - Google Patents

Synthesis of 2-carboxamide cycloamino urea derivatives Download PDF

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Publication number
CA2828509C
CA2828509C CA2828509A CA2828509A CA2828509C CA 2828509 C CA2828509 C CA 2828509C CA 2828509 A CA2828509 A CA 2828509A CA 2828509 A CA2828509 A CA 2828509A CA 2828509 C CA2828509 C CA 2828509C
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formula
compound
solvent
solvents
contacting
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CA2828509A
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English (en)
French (fr)
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CA2828509A1 (en
Inventor
Bernhard Erb
Isabelle Sylvie Gallou
Florian Karl KLEINBECK
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Novartis AG
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Novartis AG
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/26Radicals substituted by halogen atoms or nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/16Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
CA2828509A 2011-03-03 2012-03-01 Synthesis of 2-carboxamide cycloamino urea derivatives Active CA2828509C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161448774P 2011-03-03 2011-03-03
US61/448,774 2011-03-03
PCT/EP2012/053559 WO2012117071A1 (en) 2011-03-03 2012-03-01 Synthesis of 2-carboxamide cycloamino urea derivatives

Publications (2)

Publication Number Publication Date
CA2828509A1 CA2828509A1 (en) 2012-09-07
CA2828509C true CA2828509C (en) 2018-11-20

Family

ID=45787206

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2828509A Active CA2828509C (en) 2011-03-03 2012-03-01 Synthesis of 2-carboxamide cycloamino urea derivatives

Country Status (33)

Country Link
US (3) US9650373B2 (https=)
EP (1) EP2681192B1 (https=)
JP (1) JP6022485B2 (https=)
KR (1) KR101851421B1 (https=)
CN (2) CN103402982B (https=)
AR (2) AR088714A1 (https=)
AU (1) AU2012222346B2 (https=)
BR (1) BR112013021882A2 (https=)
CA (1) CA2828509C (https=)
CL (1) CL2013002521A1 (https=)
CO (1) CO6751286A2 (https=)
DK (1) DK2681192T3 (https=)
EA (4) EA025381B1 (https=)
EC (1) ECSP13012914A (https=)
ES (1) ES2663717T3 (https=)
GT (1) GT201300211A (https=)
HU (1) HUE036319T2 (https=)
IL (1) IL228023A (https=)
MA (1) MA34982B1 (https=)
MX (2) MX351740B (https=)
MY (1) MY163214A (https=)
NO (1) NO2681192T3 (https=)
PE (1) PE20140917A1 (https=)
PH (1) PH12013501796A1 (https=)
PL (1) PL2681192T3 (https=)
PT (1) PT2681192T (https=)
SG (1) SG192793A1 (https=)
SI (1) SI2681192T1 (https=)
TN (1) TN2013000354A1 (https=)
TW (2) TWI597279B (https=)
UA (1) UA112539C2 (https=)
WO (1) WO2012117071A1 (https=)
ZA (1) ZA201306174B (https=)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
UA112539C2 (uk) * 2011-03-03 2016-09-26 Новартіс Аг Спосіб одержання похідних 2-карбоксамідциклоаміносечовини
WO2016077832A2 (en) * 2014-11-14 2016-05-19 Gemphire Therapeutics Inc. PROCESSES AND INTERMEDIATES FOR PREPARING α,ω-DICARBOXYLIC ACID-TERMINATED DIALKANE ETHERS
EP3612171A4 (en) 2017-04-18 2020-10-21 Gemphire Therapeutics Inc. GEMCABENE, PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, COMPOSITIONS THEREOF AND PROCEDURES FOR THE USE OF THE SAME
CN112961090A (zh) * 2019-12-13 2021-06-15 武汉九州钰民医药科技有限公司 合成Alpelisib的关键中间体及其制备方法
CN111057051A (zh) * 2019-12-16 2020-04-24 武汉九州钰民医药科技有限公司 PI3K抑制剂Alpelisib的新合成方法
CN110964005A (zh) * 2019-12-16 2020-04-07 武汉九州钰民医药科技有限公司 一种Alpelisib的制备工艺
KR20220125753A (ko) 2021-03-05 2022-09-14 배성륭 기능성 풍력 발전시스템
CN119462487A (zh) * 2023-08-08 2025-02-18 重庆博腾制药科技股份有限公司 一种阿培利司中间体4-甲基吡啶类化合物的制备方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3534056A (en) * 1967-03-02 1970-10-13 Pennwalt Corp Fluoro-alkyl pyridines and their preparation
UA60365C2 (uk) 1998-06-04 2003-10-15 Пфайзер Продактс Інк. Похідні ізотіазолу, спосіб їх одержання, фармацевтична композиція та спосіб лікування гіперпроліферативного захворювання у ссавця
DE60023926T2 (de) 1999-09-10 2006-07-20 Merck & Co., Inc. Tyrosin kinase inhibitoren
TW200519106A (en) * 2003-05-02 2005-06-16 Novartis Ag Organic compounds
CA2639910A1 (en) * 2006-01-25 2007-08-02 Synta Pharmaceuticals Corp. Thiazole and thiadiazole compounds for inflammation and immune-related uses
TWI428091B (zh) 2007-10-23 2014-03-01 Du Pont 殺真菌劑混合物
EP2240475B1 (en) * 2007-12-20 2013-09-25 Novartis AG Thiazole derivatives used as pi 3 kinase inhibitors
WO2009080649A2 (en) * 2007-12-21 2009-07-02 Telefonaktiebolaget Lm Ericsson (Publ) Improvements in or relating to wireless mobility
UA104147C2 (uk) * 2008-09-10 2014-01-10 Новартис Аг Похідна піролідиндикарбонової кислоти та її застосування у лікуванні проліферативних захворювань
UA112539C2 (uk) * 2011-03-03 2016-09-26 Новартіс Аг Спосіб одержання похідних 2-карбоксамідциклоаміносечовини

Also Published As

Publication number Publication date
PH12013501796A1 (en) 2022-10-26
DK2681192T3 (en) 2018-04-16
KR20140009432A (ko) 2014-01-22
JP6022485B2 (ja) 2016-11-09
EA032802B1 (ru) 2019-07-31
NO2681192T3 (https=) 2018-05-26
IL228023A (en) 2017-04-30
TW201247660A (en) 2012-12-01
TWI597279B (zh) 2017-09-01
CA2828509A1 (en) 2012-09-07
MX347348B (es) 2017-04-17
MY163214A (en) 2017-08-30
EA201691331A1 (ru) 2017-01-30
BR112013021882A2 (pt) 2016-07-19
EP2681192B1 (en) 2017-12-27
US20170240509A1 (en) 2017-08-24
EP2681192A1 (en) 2014-01-08
MX2013010132A (es) 2013-10-30
ZA201306174B (en) 2014-05-28
ES2663717T3 (es) 2018-04-16
CN106083840B (zh) 2020-01-03
CN103402982B (zh) 2016-07-13
AR123584A2 (es) 2022-12-21
PT2681192T (pt) 2018-04-02
NZ614173A (en) 2015-04-24
US20170355677A1 (en) 2017-12-14
MA34982B1 (fr) 2014-03-01
EA201892052A1 (ru) 2019-02-28
SI2681192T1 (en) 2018-04-30
UA112539C2 (uk) 2016-09-26
US20130331579A1 (en) 2013-12-12
MX351740B (es) 2017-10-26
CN103402982A (zh) 2013-11-20
AU2012222346B2 (en) 2015-05-07
ECSP13012914A (es) 2013-11-29
SG192793A1 (en) 2013-09-30
US9650373B2 (en) 2017-05-16
PE20140917A1 (es) 2014-08-14
GT201300211A (es) 2014-12-30
AU2012222346A1 (en) 2013-08-29
PL2681192T3 (pl) 2018-06-29
TW201722916A (zh) 2017-07-01
US10059670B2 (en) 2018-08-28
AR088714A1 (es) 2014-07-02
TN2013000354A1 (en) 2015-01-20
EA201391267A1 (ru) 2014-01-30
WO2012117071A1 (en) 2012-09-07
CL2013002521A1 (es) 2014-02-14
EA201792068A2 (ru) 2018-01-31
TWI607994B (zh) 2017-12-11
CN106083840A (zh) 2016-11-09
CO6751286A2 (es) 2013-09-16
EA025381B1 (ru) 2016-12-30
IL228023A0 (en) 2013-09-30
EA201792068A3 (ru) 2018-05-31
KR101851421B1 (ko) 2018-04-23
HUE036319T2 (hu) 2018-06-28
JP2014511387A (ja) 2014-05-15
US9776966B2 (en) 2017-10-03

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