CN101495442A - 用于制备芳族环丙烷酯及酰胺的化学方法 - Google Patents

用于制备芳族环丙烷酯及酰胺的化学方法 Download PDF

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Publication number
CN101495442A
CN101495442A CNA2007800287758A CN200780028775A CN101495442A CN 101495442 A CN101495442 A CN 101495442A CN A2007800287758 A CNA2007800287758 A CN A2007800287758A CN 200780028775 A CN200780028775 A CN 200780028775A CN 101495442 A CN101495442 A CN 101495442A
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formula
compound
preparation
alkali
difluorophenyl
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Chinese (zh)
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J·-P·德琼格
K·彼得斯
M·雷纳德
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AstraZeneca AB
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AstraZeneca AB
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/24Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran
    • C07C67/26Preparation of carboxylic acid esters by reacting carboxylic acids or derivatives thereof with a carbon-to-oxygen ether bond, e.g. acetal, tetrahydrofuran with an oxirane ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D303/00Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02Compounds containing oxirane rings
    • C07D303/08Compounds containing oxirane rings with hydrocarbon radicals, substituted by halogen atoms, nitro radicals or nitroso radicals
    • 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
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/40Halogenated unsaturated alcohols
    • C07C33/46Halogenated unsaturated alcohols containing only six-membered aromatic rings as cyclic parts
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C07C67/343Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C69/753Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of polycyclic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D301/00Preparation of oxiranes
    • C07D301/02Synthesis of the oxirane ring
    • C07D301/24Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
    • C07D301/26Y being hydrogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/02Systems containing only non-condensed rings with a three-membered ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Epoxy Compounds (AREA)
CNA2007800287758A 2006-08-05 2007-08-02 用于制备芳族环丙烷酯及酰胺的化学方法 Pending CN101495442A (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0615619.4 2006-08-05
GBGB0615619.4A GB0615619D0 (en) 2006-08-05 2006-08-05 Chemical process for preparation of intermediates

Publications (1)

Publication Number Publication Date
CN101495442A true CN101495442A (zh) 2009-07-29

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CNA2007800287758A Pending CN101495442A (zh) 2006-08-05 2007-08-02 用于制备芳族环丙烷酯及酰胺的化学方法

Country Status (16)

Country Link
US (2) US7863469B2 (OSRAM)
EP (1) EP2049462A4 (OSRAM)
JP (1) JP2010500343A (OSRAM)
KR (1) KR20090045920A (OSRAM)
CN (1) CN101495442A (OSRAM)
AR (1) AR062148A1 (OSRAM)
AU (1) AU2007282181B2 (OSRAM)
BR (1) BRPI0714573A2 (OSRAM)
CA (1) CA2658953A1 (OSRAM)
CL (1) CL2007002267A1 (OSRAM)
GB (1) GB0615619D0 (OSRAM)
IL (1) IL196233A0 (OSRAM)
MX (1) MX2009001020A (OSRAM)
MY (1) MY147871A (OSRAM)
TW (1) TW200812958A (OSRAM)
WO (1) WO2008018822A1 (OSRAM)

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CN102863341A (zh) * 2012-10-22 2013-01-09 南通大学 一种(1r,2s)-2-芳基环丙胺衍生物的化学合成方法
CN103073525A (zh) * 2013-02-04 2013-05-01 北京科技大学 一种合成制备(s)-(3,4-二氟苯基)环氧己烷的方法
CN103087011A (zh) * 2013-02-04 2013-05-08 北京科技大学 一种水解动力学拆分制备(s)-3,4-二氟苯基环氧乙烷的方法
CN103664697A (zh) * 2012-09-07 2014-03-26 博瑞生物医药技术(苏州)有限公司 用于制备芳香族环丙腈及环丙胺的化学方法
CN104326922A (zh) * 2014-11-03 2015-02-04 成都百裕科技制药有限公司 替格瑞洛中间体(1r,2s)-2-(2,3-二氟苯基)环丙胺的制备方法
CN104974017A (zh) * 2014-04-09 2015-10-14 上海医药工业研究院 (1r,2s)-2-(3,4-二氟苯基)环丙胺·d-扁桃酸盐的制备方法
CN105671099A (zh) * 2016-01-26 2016-06-15 中国科学院成都生物研究所 一种制备光学纯二氟苯基环氧乙烷的方法
CN105712889A (zh) * 2014-12-17 2016-06-29 日名国际药品有限公司 制备(1r,2s)-2-(3,4-二氟苯基)环丙胺的方法
US9604991B2 (en) 2013-06-24 2017-03-28 Suzhou Miracpharma Technology Co., Ltd. Preparation method of ticagrelor and intermediates thereof
CN107686447A (zh) * 2017-08-25 2018-02-13 许昌恒生制药有限公司 一种替格瑞洛中间体的制备方法
CN108083997A (zh) * 2017-11-14 2018-05-29 南通常佑药业科技有限公司 一种手性芳基环丙胺衍生物的制备方法
CN110437092A (zh) * 2019-07-11 2019-11-12 泓博智源(开原)药业有限公司 一种替格瑞洛关键中间体芳族环丙烷酰胺的制备方法
CN111233673A (zh) * 2020-02-26 2020-06-05 苏州元兴生物医药有限公司 一种手性芳香族环丙胺及其盐的制备方法及所用中间体
CN115894496A (zh) * 2021-09-30 2023-04-04 上海贝美医药科技有限公司 一种替格瑞洛及其中间体的制备方法

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GB0615620D0 (en) 2006-08-05 2006-09-13 Astrazeneca Ab A process for the preparation of optically active intermediates
GB0615619D0 (en) * 2006-08-05 2006-09-13 Astrazeneca Ab Chemical process for preparation of intermediates
ES2558843T3 (es) 2008-09-09 2016-02-09 Astrazeneca Ab Procedimiento para preparar [1S-[1-alfa,2-alfa,3-beta(1S*,2R*),5-beta]]-3-[7-[2-(3,4-difluorofenil)-ciclopropilamino]-5-(propiltio)-3H-1,2,3-triazolo[4,5-d]pirimidin-3-il]-5-(2-hidroxietoxi)ciclopentano-1,2-diol y a sus productos intermedios
HRP20151325T1 (hr) * 2009-01-23 2016-01-01 Rigel Pharmaceuticals, Inc. Pripravci i postupci za inhibiciju jak puta
CA2796504A1 (en) 2010-04-20 2011-10-27 Actavis Group Ptc Ehf Novel process for preparing phenylcyclopropylamine derivatives using novel intermediates
RU2013103794A (ru) 2010-06-30 2014-08-10 Актавис Груп Птс Ехф Новые способы получения производных фенилциклопропиламина и их применение для получения тикагрелора
WO2012063126A2 (en) 2010-11-09 2012-05-18 Actavis Group Ptc Ehf Improved processes for preparing pure (3ar,4s,6r,6as)-6-amino-2,2-dimethyltetrahdro-3ah-cyclopenta[d] [1,3]-dioxol-4-ol and its key starting material
JP2014501756A (ja) 2010-12-20 2014-01-23 アクタビス・グループ・ピーティーシー・イーエイチエフ トリアゾロ[4,5−d]ピリミジン誘導体及びその中間体の新規調整方法
WO2012172426A1 (en) 2011-06-15 2012-12-20 Actavis Group Ptc Ehf Improved process for preparing cyclopentylamine derivatives and intermediates thereof
EP2589587A1 (en) 2011-11-04 2013-05-08 Chemo Ibérica, S.A. Synthesis of nitrogen substituted cyclopropanes
EP2628721A1 (en) 2012-02-20 2013-08-21 LEK Pharmaceuticals d.d. Synthesis of 2-(3,4-difluorophenyl)cyclopropanecarboxylic acid
EP2644590A1 (en) 2012-03-30 2013-10-02 LEK Pharmaceuticals d.d. Synthesis of 2-(3,4-difluorophenyl)cyclopropanamine derivatives and salts
WO2013144295A1 (en) 2012-03-30 2013-10-03 Sandoz Ag Synthesis of 2-(3,4-difluorophenyl)cyclopropanamine derivatives and salts
EP2834247A4 (en) 2012-04-05 2016-03-30 Reddys Lab Ltd Dr PREPARATION OF TICAGRELOR
CN102775314A (zh) * 2012-08-03 2012-11-14 江苏富泽药业有限公司 一种反式-(1r,2s)-2-(3,4-二氟苯基)环丙胺的制备方法
WO2015162630A1 (en) 2014-04-25 2015-10-29 Anlon Chemical Research Organization Novel processes for preparing triazolo [4,5-d]- pyrimidines, including ticagrelor, vianew intermediates and new route of synthesis.
PT3154959T (pt) 2014-05-15 2019-09-24 Array Biopharma Inc 1-((3s,4r)-4-(3-fluorofenil)-1-(2-metoxietil)-pirrolidin-3-il)-3-(4-metil-3-(2-metilpirimidin-5-il)-1-fenil-1h-pirazol-5-il)ureia como inibidor da cinase trka
US10011605B2 (en) 2014-06-18 2018-07-03 Flamma Spa Process for the preparation of triazolo[4,5-D] pyrimidine cyclopentane compounds
WO2016116942A1 (en) 2015-01-20 2016-07-28 Anlon Chemical Research Organization Novel pharmaceutical compounds comprising ticagrelor with salts of aspirin
CN106854158B (zh) * 2016-12-08 2019-06-14 淮阴工学院 一种替格瑞洛中间体的合成方法及其中间体
CN106905182A (zh) * 2017-01-12 2017-06-30 淮阴工学院 一种替格瑞洛中间体的合成方法及其中间体
CN107118141B (zh) * 2017-04-18 2018-11-30 淮阴工学院 一种替格瑞洛中间体的合成方法及其中间体
EP3617181A1 (en) 2018-08-30 2020-03-04 Arevipharma GmbH Synthesis of trans-2-phenylcyclopropylamine or a salt or solvate thereof

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Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103664697A (zh) * 2012-09-07 2014-03-26 博瑞生物医药技术(苏州)有限公司 用于制备芳香族环丙腈及环丙胺的化学方法
CN102863341B (zh) * 2012-10-22 2014-05-07 南通大学 一种(1r,2s)-2-芳基环丙胺衍生物的化学合成方法
CN102863341A (zh) * 2012-10-22 2013-01-09 南通大学 一种(1r,2s)-2-芳基环丙胺衍生物的化学合成方法
CN103073525A (zh) * 2013-02-04 2013-05-01 北京科技大学 一种合成制备(s)-(3,4-二氟苯基)环氧己烷的方法
CN103087011A (zh) * 2013-02-04 2013-05-08 北京科技大学 一种水解动力学拆分制备(s)-3,4-二氟苯基环氧乙烷的方法
CN103073525B (zh) * 2013-02-04 2015-01-28 北京科技大学 一种合成制备(s)-(3,4-二氟苯基)环氧己烷的方法
US9604991B2 (en) 2013-06-24 2017-03-28 Suzhou Miracpharma Technology Co., Ltd. Preparation method of ticagrelor and intermediates thereof
CN104974017B (zh) * 2014-04-09 2017-11-17 上海医药工业研究院 (1r,2s)‑2‑(3,4‑二氟苯基)环丙胺·d‑扁桃酸盐的制备方法
CN104974017A (zh) * 2014-04-09 2015-10-14 上海医药工业研究院 (1r,2s)-2-(3,4-二氟苯基)环丙胺·d-扁桃酸盐的制备方法
CN104326922A (zh) * 2014-11-03 2015-02-04 成都百裕科技制药有限公司 替格瑞洛中间体(1r,2s)-2-(2,3-二氟苯基)环丙胺的制备方法
CN105712889A (zh) * 2014-12-17 2016-06-29 日名国际药品有限公司 制备(1r,2s)-2-(3,4-二氟苯基)环丙胺的方法
CN105671099A (zh) * 2016-01-26 2016-06-15 中国科学院成都生物研究所 一种制备光学纯二氟苯基环氧乙烷的方法
CN107686447A (zh) * 2017-08-25 2018-02-13 许昌恒生制药有限公司 一种替格瑞洛中间体的制备方法
CN108083997A (zh) * 2017-11-14 2018-05-29 南通常佑药业科技有限公司 一种手性芳基环丙胺衍生物的制备方法
CN110437092A (zh) * 2019-07-11 2019-11-12 泓博智源(开原)药业有限公司 一种替格瑞洛关键中间体芳族环丙烷酰胺的制备方法
CN110437092B (zh) * 2019-07-11 2022-06-10 泓博智源(开原)药业有限公司 一种替格瑞洛关键中间体芳族环丙烷酰胺的制备方法
CN111233673A (zh) * 2020-02-26 2020-06-05 苏州元兴生物医药有限公司 一种手性芳香族环丙胺及其盐的制备方法及所用中间体
CN111233673B (zh) * 2020-02-26 2022-08-16 苏州元兴生物医药有限公司 一种手性芳香族环丙胺及其盐的制备方法及所用中间体
CN115894496A (zh) * 2021-09-30 2023-04-04 上海贝美医药科技有限公司 一种替格瑞洛及其中间体的制备方法

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Publication number Publication date
BRPI0714573A2 (pt) 2013-06-04
TW200812958A (en) 2008-03-16
US7863469B2 (en) 2011-01-04
KR20090045920A (ko) 2009-05-08
MX2009001020A (es) 2009-02-05
IL196233A0 (en) 2009-09-22
CA2658953A1 (en) 2008-02-14
EP2049462A4 (en) 2012-06-13
US20080132719A1 (en) 2008-06-05
AU2007282181B2 (en) 2012-04-19
CL2007002267A1 (es) 2008-04-04
AR062148A1 (es) 2008-10-15
JP2010500343A (ja) 2010-01-07
GB0615619D0 (en) 2006-09-13
AU2007282181A1 (en) 2008-02-14
WO2008018822A1 (en) 2008-02-14
US20110137056A1 (en) 2011-06-09
EP2049462A1 (en) 2009-04-22
MY147871A (en) 2013-01-31

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