TWI679203B - 製備抗病毒化合物之方法 - Google Patents

製備抗病毒化合物之方法 Download PDF

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Publication number
TWI679203B
TWI679203B TW104117181A TW104117181A TWI679203B TW I679203 B TWI679203 B TW I679203B TW 104117181 A TW104117181 A TW 104117181A TW 104117181 A TW104117181 A TW 104117181A TW I679203 B TWI679203 B TW I679203B
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TW
Taiwan
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compound
formula
reaction conditions
acid
group
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TW104117181A
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English (en)
Chinese (zh)
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TW201609744A (zh
Inventor
凱文 艾倫
Kevin M. Allan
藤森信司
Shinji Fujimori
拉斯 修曼
Lars V. Heumann
格雷斯 海恩
Grace M. HUYNH
凱帝 奇頓
Katie Keaton
克里斯多福 雷文斯
Christopher M. Levins
嘉納派提 帕姆拉派提
Ganapati Reddy Pamulapati
班哲明 羅伯特
Benjamin James Roberts
凱夏伯 薩瑪
Keshab Sarma
祥 王
Xiang Wang
史考特 沃肯哈爾
Scott WOLCKENHAUER
馬汀 特雷斯科
Martin Teresk
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美商基利法瑪席特有限責任公司
Gilead Pharmasset Llc
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Publication of TW201609744A publication Critical patent/TW201609744A/zh
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • 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
    • A61K31/4164—1,3-Diazoles
    • A61K31/4188—1,3-Diazoles condensed with other heterocyclic ring systems, e.g. biotin, sorbinil
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • A61P31/14—Antivirals for RNA viruses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C07C49/755—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups a keto group being part of a condensed ring system with two or three rings, at least one ring being a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic 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
    • C07D405/02—Heterocyclic 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
    • C07D405/12—Heterocyclic 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 linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic 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
    • C07D405/14—Heterocyclic 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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Virology (AREA)
  • Epidemiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Molecular Biology (AREA)
  • Oncology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Communicable Diseases (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pyrane Compounds (AREA)
  • Pyrrole Compounds (AREA)
TW104117181A 2014-06-11 2015-05-28 製備抗病毒化合物之方法 TWI679203B (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201462010813P 2014-06-11 2014-06-11
US62/010,813 2014-06-11

Publications (2)

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TW201609744A TW201609744A (zh) 2016-03-16
TWI679203B true TWI679203B (zh) 2019-12-11

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TW108139659A TW202014413A (zh) 2014-06-11 2015-05-28 製備抗病毒化合物之方法

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US (5) US9670187B2 (enExample)
EP (1) EP3154984B1 (enExample)
JP (4) JP6295348B2 (enExample)
KR (2) KR101908642B1 (enExample)
CN (1) CN106488920A (enExample)
AR (1) AR105050A1 (enExample)
AU (3) AU2015274967B2 (enExample)
BR (1) BR112016028773B1 (enExample)
CA (1) CA2951138C (enExample)
EA (1) EA201692219A1 (enExample)
ES (1) ES2690868T3 (enExample)
IL (1) IL248960A0 (enExample)
MX (1) MX2016016297A (enExample)
NZ (1) NZ726356A (enExample)
PT (1) PT3154984T (enExample)
SG (1) SG11201609828SA (enExample)
TW (2) TWI679203B (enExample)
WO (1) WO2015191437A1 (enExample)

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EP4032897B1 (en) 2003-05-30 2025-01-29 Gilead Pharmasset LLC Modified fluorinated nucleoside analogues
TWI548629B (zh) 2010-11-17 2016-09-11 吉李德製藥公司 抗病毒化合物
PL2635588T3 (pl) 2011-11-16 2015-10-30 Gilead Pharmasset Llc Skondensowane imidazoliloimidazole jako związki antywirusowe
EP3650014B1 (en) 2013-08-27 2021-10-06 Gilead Pharmasset LLC Combination formulation of two antiviral compounds
TWI679203B (zh) * 2014-06-11 2019-12-11 美商基利法瑪席特有限責任公司 製備抗病毒化合物之方法
TWI721947B (zh) 2014-06-11 2021-03-21 美商基利法瑪席特有限責任公司 抗病毒化合物的固態形式
WO2016057931A1 (en) 2014-10-10 2016-04-14 The Research Foundation For The State University Of New York Trifluoromethoxylation of arenes via intramolecular trifluoromethoxy group migration
WO2017060820A1 (en) * 2015-10-08 2017-04-13 Mylan Laboratories Limited Process for the preparation of velpatasvir
US20190002480A1 (en) * 2015-12-21 2019-01-03 Merck Sharp & Dohme Corp. Silane-Containing Heterocyclic Compounds and Methods of Use Thereof for the Treatment of Viral Diseases
CN105712969B (zh) * 2016-01-27 2018-07-27 杭州科巢生物科技有限公司 维帕他韦中间体的合成方法
CN105732765B (zh) * 2016-02-01 2019-07-26 杭州科巢生物科技有限公司 丙肝药物维帕他韦的新合成方法
CN105732563B (zh) * 2016-03-23 2018-08-28 江苏苏利精细化工股份有限公司 一种合成9-溴-3-(2-溴乙酰基)-10，11-二氢-5H-二苯并[c,g]色烯-8(9h)-酮的新方法
ES2926579T3 (es) * 2016-05-05 2022-10-27 Laurus Labs Ltd Proceso para la preparación de compuestos intermedios útiles en la preparación de inhibidores del virus de la Hepatitis C (VHC)
CN109071440A (zh) * 2016-05-13 2018-12-21 日产化学株式会社 2-乙酰基吡啶化合物的制造方法
CN106220639A (zh) * 2016-07-22 2016-12-14 上海众强药业有限公司 一种维帕他韦中间体新晶型
CN107573355B (zh) * 2016-11-30 2020-03-17 上海博志研新药物技术有限公司 维帕他韦、其中间体及制备方法
CN106831737B (zh) * 2017-02-27 2020-03-17 上海众强药业有限公司 维帕他韦及其衍生物的制备
CN107629029A (zh) * 2017-09-19 2018-01-26 安徽省诚联医药科技有限公司 维帕他韦中间体的制备方法
CN107501229A (zh) * 2017-09-27 2017-12-22 上海泓博智源医药股份有限公司 一种维帕他韦中间体的制备方法
CN107987125A (zh) * 2017-11-23 2018-05-04 爱斯特（成都）生物制药股份有限公司 一种缬氨酸衍生物的制备方法
CN108218755A (zh) * 2018-01-18 2018-06-29 上海仁实医药科技有限公司 一种N-Boc-4-氧代-L-脯氨酸叔丁酯的合成工艺
CN110835353B (zh) * 2018-08-15 2022-08-19 上海茂晟康慧科技有限公司 一种艾日布林中间体er804698的合成方法
CN109265431B (zh) * 2018-10-09 2020-05-26 江苏苏利精细化工股份有限公司 3-乙酰基-10，11-二氢-5h-二苯并[c,g]色烯-8（9h）-酮合成工艺
IT201900018491A1 (it) * 2019-10-10 2021-04-10 Dr Schaer S P A Procedimento di purificazione del tris-(3-idrossibutirrato)-gliceril estere
IT201900018488A1 (it) * 2019-10-10 2021-04-10 Dr Schaer S P A Procedimento di preparazione del tris-(3-idrossibutirrato)-gliceril estere
CN111018870B (zh) * 2019-11-29 2021-07-23 南京正济医药研究有限公司 一种维帕他韦中间体的制备方法
CN112275146B (zh) * 2020-09-01 2021-08-20 中国科学院山西煤炭化学研究所 一种经磷酸处理的Tröger`s Base聚合物气体分离膜及其制备方法和应用
CN116462627A (zh) * 2023-04-19 2023-07-21 南京优氟医药科技有限公司 一种3-溴代哌啶-2,6-二酮的制备方法

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EP3650014B1 (en) 2013-08-27 2021-10-06 Gilead Pharmasset LLC Combination formulation of two antiviral compounds
TWI679203B (zh) 2014-06-11 2019-12-11 美商基利法瑪席特有限責任公司 製備抗病毒化合物之方法
TWI721947B (zh) 2014-06-11 2021-03-21 美商基利法瑪席特有限責任公司 抗病毒化合物的固態形式

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US20200392100A1 (en) 2020-12-17
BR112016028773B1 (pt) 2023-02-07
MX2016016297A (es) 2017-05-01
JP2018052985A (ja) 2018-04-05
JP2021178872A (ja) 2021-11-18
JP6295348B2 (ja) 2018-03-14
CA2951138C (en) 2019-12-24
AU2015274967B2 (en) 2018-04-05
US10584109B2 (en) 2020-03-10
SG11201609828SA (en) 2016-12-29
US11192875B2 (en) 2021-12-07
US20170283390A1 (en) 2017-10-05
EP3154984A1 (en) 2017-04-19
WO2015191437A1 (en) 2015-12-17
US20190263771A1 (en) 2019-08-29
KR101908642B1 (ko) 2018-10-17
ES2690868T3 (es) 2018-11-22
JP2017517541A (ja) 2017-06-29
US20180179175A1 (en) 2018-06-28
CN106488920A (zh) 2017-03-08
AU2018204886B2 (en) 2020-08-06
CA2951138A1 (en) 2015-12-17
NZ726356A (en) 2018-06-29
AU2020264335A1 (en) 2020-11-26
BR112016028773A2 (pt) 2017-08-22
AR105050A1 (es) 2017-09-06
KR20180114253A (ko) 2018-10-17
IL248960A0 (en) 2017-01-31
EP3154984B1 (en) 2018-08-15
AU2020264335B2 (en) 2022-10-27
US20150361073A1 (en) 2015-12-17
TW202014413A (zh) 2020-04-16
AU2018204886A1 (en) 2018-07-26
JP2019178179A (ja) 2019-10-17
KR20170015493A (ko) 2017-02-08
PT3154984T (pt) 2018-11-07
TW201609744A (zh) 2016-03-16
US9670187B2 (en) 2017-06-06
US9890134B2 (en) 2018-02-13
JP6954959B2 (ja) 2021-10-27
AU2015274967A1 (en) 2016-12-01
EA201692219A1 (ru) 2017-05-31

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