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AR073278A1 - Procedimiento para sintetizar isoquinolinas sustituidas - Google Patents

Procedimiento para sintetizar isoquinolinas sustituidas

Info

Publication number
AR073278A1
AR073278A1 ARP090103417A ARP090103417A AR073278A1 AR 073278 A1 AR073278 A1 AR 073278A1 AR P090103417 A ARP090103417 A AR P090103417A AR P090103417 A ARP090103417 A AR P090103417A AR 073278 A1 AR073278 A1 AR 073278A1
Authority
AR
Argentina
Prior art keywords
compound
formula
treating
alkyl
aryl
Prior art date
Application number
ARP090103417A
Other languages
English (en)
Inventor
Wendel W Doubleday
Frederic Buono
Yvonne Lear
Percy Sarwood Manchand
Sangsoo Lee
Soonha Yang
Anthony COCUZZA
Denis Favreau
Kathia Levesque
Shawn A Springfield
Markus Frieser
Hyungcheol Kim
Eunhee Choi
Michel A Couturier
Chunyoung Kim
Original Assignee
Bristol Myers Squibb Co
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 Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of AR073278A1 publication Critical patent/AR073278A1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
    • C07D217/24—Oxygen atoms
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Virology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Molecular Biology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Other In-Based Heterocyclic Compounds (AREA)
  • Catalysts (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Epidemiology (AREA)

Abstract

Un procedimiento para sintetizar 1-cloro-4-metoxiisoquinolinas opcionalmente sustituidas. También intermedios utiles en dicho procedimiento. Reivindicacion 1: Un procedimiento para preparar un compuesto de formula (1) caracterizado porque comprende: (a) tratar un compuesto de formula (A) en la que: n es 0, 1, 2, 3 o 4 y cada R1 se selecciona independientemente de entre alcoxi, alquilo, amino, arilo, ciano, halo, haloalcoxi, mercapto y nitro; con un ácido anhidro en presencia de metanol y un agente oxidante de yodo hipervaIente: y (b) tratar el compuesto de la etapa (a) con un agente de cloracion. Reivindicacion 13: Un procedimiento para preparar un compuesto de formula (1) en la que: n es 0, 1, 2, 3 o 4; y cada R1 se selecciona independientemente de entre alcoxi, alquilo, amino, arilo, ciano, halo, haloalcoxi, mercapto y nitro; caracterizado porque comprende: (a) tratar un compuesto de formula (C) con éter n-butilvinílico en presencia de un sistema catalítico de paladio; (b) tratar el producto de la etapa (a) con un ácido fuerte en presencia de agua; (c) tratar el producto de la etapa (b) con un agente de bromacion proporcionando un compuesto de formula (D), (d) tratar el compuesto de formula (D) con diformilamida en presencia de un catalizador de transferencia de fase y tratar después la mezcla resultante con metanol, proporcionando un compuesto de formula (E), ( e) someter el compuesto de formula (E) a condiciones de metoxilacion o metilacion, formando un compuesto de formula (F); y (f) tratar el compuesto de formula (F) con un agente de cloracion. Reivindicacion 28: Un procedimiento para preparar un compuesto de formula (F) caracterizado porque comprende: (a) tratar un compuesto de formula (A) en la que: n es 0, 1, 2, 3 o 4; y cada R1 se seleccione independientemente de entre alcoxi, alquilo, amino, arilo, ciano, halo, haloalcoxi, mercapto y nitro; con un ácido anhidro en presencia de R3XH y un agente oxidante de yodo hipervalente; en la que X se selecciona de entre S, O y NR4; R3 se selecciona de entre alquilo, arilo y arilalquilo; y R4 se selecciona de entre hidrogeno y alquilo.
ARP090103417A 2008-09-04 2009-09-04 Procedimiento para sintetizar isoquinolinas sustituidas AR073278A1 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US9408808P 2008-09-04 2008-09-04
US12/547,158 US8207341B2 (en) 2008-09-04 2009-08-25 Process or synthesizing substituted isoquinolines

Publications (1)

Publication Number Publication Date
AR073278A1 true AR073278A1 (es) 2010-10-28

Family

ID=41726398

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP090103417A AR073278A1 (es) 2008-09-04 2009-09-04 Procedimiento para sintetizar isoquinolinas sustituidas

Country Status (9)

Country Link
US (3) US8207341B2 (es)
EP (2) EP2326624B1 (es)
JP (2) JP5656838B2 (es)
KR (2) KR101648595B1 (es)
CN (2) CN104447548B (es)
AR (1) AR073278A1 (es)
ES (1) ES2554619T3 (es)
TW (1) TWI441811B (es)
WO (1) WO2010027889A2 (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
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CN114805204B (zh) * 2022-04-01 2023-09-15 云南师范大学 一种制备4-碘异喹啉-1(2h)-酮类化合物的方法

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