AR106195A1 - Proceso para la preparación de ácido 1-(4-metanosulfonil-2-trifluorometil-bencil)-2-metil-1h-pirrolo[2,3-b]piridin-3-il-acético e intermediarios de dicha síntesis - Google Patents

Proceso para la preparación de ácido 1-(4-metanosulfonil-2-trifluorometil-bencil)-2-metil-1h-pirrolo[2,3-b]piridin-3-il-acético e intermediarios de dicha síntesis

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Publication number
AR106195A1
AR106195A1 ARP160102980A ARP160102980A AR106195A1 AR 106195 A1 AR106195 A1 AR 106195A1 AR P160102980 A ARP160102980 A AR P160102980A AR P160102980 A ARP160102980 A AR P160102980A AR 106195 A1 AR106195 A1 AR 106195A1
Authority
AR
Argentina
Prior art keywords
compound
formula
acetic
methyl
acid
Prior art date
Application number
ARP160102980A
Other languages
English (en)
Original Assignee
Novartis Ag
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 Novartis Ag filed Critical Novartis Ag
Publication of AR106195A1 publication Critical patent/AR106195A1/es

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/4353Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/437Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/06Antiasthmatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • 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
    • C07D213/60Heterocyclic 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 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
    • C07D213/72Nitrogen atoms
    • C07D213/74Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Pulmonology (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pyridine Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyrrole Compounds (AREA)

Abstract

Reivindicación 13: Un procedimiento para preparar un compuesto de la fórmula (1) ácido [1-(4-metanosulfonil-2-trifluorometil-bencil)-2-metil-1H-pirrolo[2,3-b]piridin-3-il]-acético, que comprende (d) hacer reaccionar un compuesto de la fórmula (2), en donde R¹ se selecciona del grupo que consiste en Br o NH₂ con un compuesto de la fórmula (3), en donde R¹ se selecciona del grupo que consta de un aldehído o amina, en presencia de un ácido, para formar un compuesto de la fórmula (4); (e) hacer reaccionar el compuesto de la fórmula (4) con un compuesto de la fórmula (5) en presencia de un catalizador, un agente reductor y uno o más disolventes para formar un compuesto de la fórmula (6); (f) hacer reaccionar el compuesto de la fórmula (6) con un compuesto de la fórmula (7) en donde R¹ y R² son cada uno independientemente un grupo alquilo C₁₋₆ que puede ser el mismo o diferente, y X es Y-Z, donde Y es N, S, SO₂, ó O y Z es H, O ó un alquilo C₁₋₆ para formar un compuesto de la fórmula (8), o hacer reaccionar el compuesto de la fórmula (6) con un compuesto de la fórmula (9) en presencia de un catalizador y un disolvente para formar un compuesto de la fórmula (10); (g) convertir el compuesto de la fórmula (10) en el compuesto de la fórmula (1) por saponificación del compuesto de fórmula (10) en presencia de una base fuerte.
ARP160102980A 2015-09-29 2016-09-29 Proceso para la preparación de ácido 1-(4-metanosulfonil-2-trifluorometil-bencil)-2-metil-1h-pirrolo[2,3-b]piridin-3-il-acético e intermediarios de dicha síntesis AR106195A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN2015091024 2015-09-29

Publications (1)

Publication Number Publication Date
AR106195A1 true AR106195A1 (es) 2017-12-20

Family

ID=57047260

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP160102980A AR106195A1 (es) 2015-09-29 2016-09-29 Proceso para la preparación de ácido 1-(4-metanosulfonil-2-trifluorometil-bencil)-2-metil-1h-pirrolo[2,3-b]piridin-3-il-acético e intermediarios de dicha síntesis

Country Status (20)

Country Link
US (1) US10508110B2 (es)
EP (1) EP3356329B1 (es)
JP (1) JP6839715B2 (es)
KR (1) KR20180058724A (es)
CN (1) CN108137503B (es)
AR (1) AR106195A1 (es)
AU (2) AU2016330264A1 (es)
CA (1) CA2998278A1 (es)
DK (1) DK3356329T3 (es)
ES (1) ES2805307T3 (es)
HK (1) HK1250713A1 (es)
HU (1) HUE049566T2 (es)
IL (1) IL257558B (es)
JO (1) JO3712B1 (es)
PL (1) PL3356329T3 (es)
PT (1) PT3356329T (es)
RU (1) RU2744976C1 (es)
SI (1) SI3356329T1 (es)
TW (1) TWI724031B (es)
WO (1) WO2017056001A1 (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JOP20190223A1 (ar) * 2017-04-01 2019-09-26 Novartis Ag عملية لتحضير حمض 1-(4- ميثان سلفونيل -2- تراي فلورو ميثيل - بنزيل)-2- ميثيل -1h- بيرولو [2، 3-b] بيريدين -3- يل- أسيتيك
WO2019011336A1 (zh) * 2017-07-14 2019-01-17 苏州科睿思制药有限公司 Qaw-039的晶型及其制备方法和用途
CN110467612B (zh) * 2018-05-09 2020-09-25 新发药业有限公司 一种前列腺素d2受体抑制剂化合物的简便制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MY144903A (en) * 2004-06-17 2011-11-30 Novartis Ag Pyrrolopyridine derivatives and their use as crth2 antagonists
GB0413619D0 (en) * 2004-06-17 2004-07-21 Novartis Ag Organic compounds
GB0525337D0 (en) * 2005-12-13 2006-01-18 Novartis Ag Organic compounds
WO2009049021A1 (en) * 2007-10-10 2009-04-16 Chemietek, Llc Heterocyclic compounds as crth2 receptor antagonists
US20150183781A1 (en) * 2012-08-07 2015-07-02 Um Pharmauji Sdn. Bhd. 5-(1H-Pyrazol-4-yl)-1H-Pyrrolo[2,3-b]Pyridine Derivatives as Kinase Inhibitors

Also Published As

Publication number Publication date
HUE049566T2 (hu) 2020-09-28
WO2017056001A1 (en) 2017-04-06
EP3356329B1 (en) 2020-04-15
CN108137503A (zh) 2018-06-08
RU2744976C1 (ru) 2021-03-17
KR20180058724A (ko) 2018-06-01
JO3712B1 (ar) 2021-01-31
EP3356329A1 (en) 2018-08-08
SI3356329T1 (sl) 2020-08-31
CN108137503B (zh) 2021-06-15
HK1250713A1 (zh) 2019-01-11
TW201718502A (zh) 2017-06-01
US20180273530A1 (en) 2018-09-27
CA2998278A1 (en) 2017-04-06
JP6839715B2 (ja) 2021-03-10
JP2018535248A (ja) 2018-11-29
AU2016330264A1 (en) 2018-03-22
IL257558B (en) 2021-01-31
PL3356329T3 (pl) 2020-10-19
PT3356329T (pt) 2020-07-15
US10508110B2 (en) 2019-12-17
TWI724031B (zh) 2021-04-11
ES2805307T3 (es) 2021-02-11
DK3356329T3 (da) 2020-07-13
AU2019253796A1 (en) 2019-11-14
AU2019253796B2 (en) 2021-01-21
IL257558A (en) 2018-04-30

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