AR117963A2 - Procesos para la preparación de la (s)-1-(3-etoxi-4-metoxifenil)-2-metanosulfoniletilamina - Google Patents

Procesos para la preparación de la (s)-1-(3-etoxi-4-metoxifenil)-2-metanosulfoniletilamina

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Publication number
AR117963A2
AR117963A2 ARP200100066A ARP200100066A AR117963A2 AR 117963 A2 AR117963 A2 AR 117963A2 AR P200100066 A ARP200100066 A AR P200100066A AR P200100066 A ARP200100066 A AR P200100066A AR 117963 A2 AR117963 A2 AR 117963A2
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AR
Argentina
Prior art keywords
formula
chiral auxiliary
alkyl
nucleophile
preparation
Prior art date
Application number
ARP200100066A
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English (en)
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Celgene 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.)
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=47755073&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR117963(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Celgene Corp filed Critical Celgene Corp
Publication of AR117963A2 publication Critical patent/AR117963A2/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/24—Sulfones; Sulfoxides having sulfone or sulfoxide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/06—Antipsoriatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P19/00—Drugs for skeletal disorders
    • A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C313/00—Sulfinic acids; Sulfenic acids; Halides, esters or anhydrides thereof; Amides of sulfinic or sulfenic acids, i.e. compounds having singly-bound oxygen atoms of sulfinic or sulfenic groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C313/02—Sulfinic acids; Derivatives thereof
    • C07C313/06—Sulfinamides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00—Preparation of sulfones; Preparation of sulfoxides
    • C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C317/28—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/05—Isotopically modified compounds, e.g. labelled
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Immunology (AREA)
  • Dermatology (AREA)
  • Rheumatology (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Pain & Pain Management (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

Reivindicación 1: Un proceso para la preparación de un compuesto de fórmula (1) o una sal, hidrato, solvato o polimorfo farmacéuticamente aceptable de éste, en donde: R¹ es -CH₃; y cada uno de R², R³, R⁴, R⁵ y R⁶ es en cada aparición independientemente hidrógeno, halo, alquilC₁₋₆, alcoxiC₁₋₆, -CF₃, -CN o -NO₂, caracterizado porque comprende: (a) la condensación de un auxiliar quiral con un aldehído que tiene la fórmula (2); (b) la adición de un nucleófilo al producto condensado; y (c) la desprotección del producto de adición, en donde el nucleófilo es el anión litio de dimetilsulfona. Reivindicación 10: Un proceso para la preparación de un compuesto de fórmula (1) o una sal, hidrato, solvato o polimorfo farmacéuticamente aceptable de éste, en donde: R¹ es alquilC₁₋₆; y cada uno de R², R³, R⁴, R⁵ y R⁶ es en cada aparición independientemente hidrógeno, halo, alquilC₁₋₆, alcoxiC₁₋₆, CF₃, -CN o -NO₂, caracterizado porque comprende transformaciones sintéticas seleccionadas del grupo que consiste en: 1) la adición de un auxiliar quiral a una estirilsulfona, en donde el auxiliar quiral es (S)-a-metilbencilamina y la estirilsulfona es de fórmula (3); 2) la transaminación enzimática, en donde el material de partida es de fórmula (4); 3) la reducción diastereoselectiva de borohidruro de un aducto de Ellman, en donde el aducto de Ellman es de fórmula (5), R¹’, R²’, R³’, R⁴’ y R⁵’ son en cada aparición independientemente hidrógeno o alquilC₁₋₆, y el agente de reducción de borohidruro es borohidruro de sodio; 4) la adición estereoselectiva de anión de arilo a aldimina con auxiliar quiral, en donde el anión de arilo es de fórmula (6), la aldimina es de fórmula (7), y el auxiliar quiral es ter-butilsulfinilimina; 5) la epoxidación asimétrica y la apertura de anillo con un nucleófilo de azufre, en donde el material de partida de la epoxidación asimétrica es de fórmula (8), el material de partida de la apertura de anillo es de fórmula (9), y el nucleófilo de azufre es tiometóxido; y sus combinaciones.
ARP200100066A 2012-02-21 2020-01-10 Procesos para la preparación de la (s)-1-(3-etoxi-4-metoxifenil)-2-metanosulfoniletilamina AR117963A2 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US201261601226P 2012-02-21 2012-02-21

Publications (1)

Publication Number Publication Date
AR117963A2 true AR117963A2 (es) 2021-09-08

Family

ID=47755073

Family Applications (2)

Application Number Title Priority Date Filing Date
ARP130100512A AR090100A1 (es) 2012-02-21 2013-02-19 Procesos para la preparacion de la (s)-1-(3-etoxi-4-metoxifenil)-2-metanosulfoniletilamina
ARP200100066A AR117963A2 (es) 2012-02-21 2020-01-10 Procesos para la preparación de la (s)-1-(3-etoxi-4-metoxifenil)-2-metanosulfoniletilamina

Family Applications Before (1)

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Country Status (36)

Country Link
US (3) US9187417B2 (es)
EP (4) EP3312156B1 (es)
JP (1) JP2015509496A (es)
KR (1) KR101993248B1 (es)
CN (3) CN107033042A (es)
AR (2) AR090100A1 (es)
AU (1) AU2013203283B2 (es)
BR (3) BR112014020444B1 (es)
CA (1) CA2864517A1 (es)
CO (1) CO7061071A2 (es)
CR (1) CR20140395A (es)
CY (2) CY1121833T1 (es)
DK (2) DK3378850T3 (es)
ES (4) ES2675168T3 (es)
HK (1) HK1205501A1 (es)
HR (2) HRP20191249T1 (es)
HU (2) HUE048412T2 (es)
IL (3) IL234135A (es)
IN (1) IN2014DN06740A (es)
LT (2) LT3378850T (es)
MX (2) MX350731B (es)
MY (1) MY168296A (es)
NI (1) NI201400093A (es)
NZ (1) NZ628028A (es)
PH (1) PH12014501865A1 (es)
PL (2) PL3312156T3 (es)
PT (2) PT3378850T (es)
RS (2) RS59071B1 (es)
RU (1) RU2632875C2 (es)
SG (1) SG11201405035XA (es)
SI (2) SI3378850T1 (es)
TR (1) TR201910430T4 (es)
TW (1) TW201336815A (es)
UA (1) UA116773C2 (es)
WO (1) WO2013126360A2 (es)
ZA (1) ZA201405892B (es)

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EP3378850B1 (en) 2020-01-08
LT3312156T (lt) 2019-08-12
MX2014010002A (es) 2014-09-08
MX344190B (es) 2016-12-08
CY1121833T1 (el) 2020-10-14
EP3312156A1 (en) 2018-04-25
BR122021020046B1 (pt) 2022-05-31
US9688623B2 (en) 2017-06-27
AU2013203283B2 (en) 2015-11-26
EP3702347B1 (en) 2023-11-08
EP3378850A1 (en) 2018-09-26
CR20140395A (es) 2014-11-17
LT3378850T (lt) 2020-04-10
KR20140126389A (ko) 2014-10-30
US20170129852A1 (en) 2017-05-11
PL3312156T3 (pl) 2019-10-31
BR112014020444B1 (pt) 2021-12-07
AU2013203283A1 (en) 2013-09-05
CN112812044B (zh) 2023-05-30
EP3702347A1 (en) 2020-09-02
UA116773C2 (uk) 2018-05-10
JP2015509496A (ja) 2015-03-30
CN107033042A (zh) 2017-08-11
WO2013126360A2 (en) 2013-08-29
PT3312156T (pt) 2019-07-19
ES2735801T3 (es) 2019-12-20
US20130217918A1 (en) 2013-08-22
ES2971710T3 (es) 2024-06-06
US9586897B2 (en) 2017-03-07
WO2013126360A3 (en) 2013-10-31
IL252459B (en) 2020-03-31
PH12014501865B1 (en) 2014-11-17
EP3378850B8 (en) 2020-03-04
MY168296A (en) 2018-10-23
AR090100A1 (es) 2014-10-22
CN112812044A (zh) 2021-05-18
RS60036B1 (sr) 2020-04-30
KR101993248B1 (ko) 2019-06-26
CO7061071A2 (es) 2014-09-19
EP2817288B1 (en) 2018-05-30
TW201336815A (zh) 2013-09-16
EP3312156B1 (en) 2019-06-05
HRP20200245T1 (hr) 2020-05-15
BR122021020040B1 (pt) 2022-05-31
CA2864517A1 (en) 2013-08-29
CN104245668A (zh) 2014-12-24
SI3378850T1 (sl) 2020-07-31
IN2014DN06740A (es) 2015-05-22
PH12014501865A1 (en) 2014-11-17
EP2817288A2 (en) 2014-12-31
US20160031808A1 (en) 2016-02-04
CN104245668B (zh) 2017-05-17
SI3312156T1 (sl) 2019-09-30
CY1122799T1 (el) 2021-05-05
ES2773686T3 (es) 2020-07-14
HUE048412T2 (hu) 2020-07-28
RS59071B1 (sr) 2019-09-30
IL252459A0 (en) 2017-07-31
DK3378850T3 (da) 2020-03-16
SG11201405035XA (en) 2014-09-26
ZA201405892B (en) 2015-11-25
US9187417B2 (en) 2015-11-17
HRP20191249T1 (hr) 2019-10-18
DK3312156T3 (da) 2019-07-22
BR112014020444A2 (pt) 2020-10-27
TR201910430T4 (tr) 2019-08-21
PT3378850T (pt) 2020-03-06
HK1205501A1 (en) 2015-12-18
ES2675168T3 (es) 2018-07-09
NI201400093A (es) 2016-11-30
RU2014138037A (ru) 2016-04-10
NZ628028A (en) 2016-03-31
MX350731B (es) 2017-09-15
HUE044192T2 (hu) 2019-10-28
PL3378850T3 (pl) 2020-07-27
IL234135A (en) 2017-06-29
IL273050A (en) 2020-04-30
RU2632875C2 (ru) 2017-10-11

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