MX339634B - Proceso para la preparacion de 5-(2-aminopirimindin-4-il)-2-aril-1 h-pirrol-3-carboxamidas. - Google Patents

Proceso para la preparacion de 5-(2-aminopirimindin-4-il)-2-aril-1 h-pirrol-3-carboxamidas.

Info

Publication number
MX339634B
MX339634B MX2012004844A MX2012004844A MX339634B MX 339634 B MX339634 B MX 339634B MX 2012004844 A MX2012004844 A MX 2012004844A MX 2012004844 A MX2012004844 A MX 2012004844A MX 339634 B MX339634 B MX 339634B
Authority
MX
Mexico
Prior art keywords
pyrimidin
pyrrole
aryl
amino
carboxamides
Prior art date
Application number
MX2012004844A
Other languages
English (en)
Other versions
MX2012004844A (es
Inventor
D'anello Matteo
Re Marco
Original Assignee
Nerviano Medical Sciences S R L *
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 Nerviano Medical Sciences S R L * filed Critical Nerviano Medical Sciences S R L *
Publication of MX2012004844A publication Critical patent/MX2012004844A/es
Publication of MX339634B publication Critical patent/MX339634B/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D207/30—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 two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—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 two 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyrrole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

La presente invención se refiere a un proceso para la preparación de 5- (2-aminopirimidin-4-il) -2-aril- 1H-pirrol-3-carboxamidas y a los compuestos intermediarios útiles de ese proceso. 5-(2-Aminopirimidin-4-il)-2-aril- 1H-pirrol-3-carboxamidas se describen y reivindican en la patente WC 2007/110344, que también describe procesos para su preparación. Estos compuestos pueden prepararse convenientemente mediante un proceso que permite obtener los productos deseados con altos rendimientos y pureza. La síntesis comienza con el acoplamiento de un acetal acetilado con una sal de beta-cetoéster; el compuesto resultante es acetilado y después se hace reaccionar con un dialquil acetal de N,N-dimetilformamida, para dar un intermediario que es ciclado para dar éster 5-(2- aminopirimidin-4-il) -2-aril-1H-pirrol-3-carb oxílico; enseguida el éster carboxílico es hidrolizado y el ácido carboxílico resultante finalmente es condensado con una forma apropiada de amoníaco para dar la carboxamida deseada. Los compuestos preparados de conformidad con el proceso de la presente invención están dotados de actividad inhibidora de proteína cinasas y, más particularmente, actividad inhibidora de Cdc7 o Cdc7/Cdks. Por lo tanto, los compuestos son útiles en el tratamiento de una variedad de cánceres, trastornos de la proliferación celular y enfermedades asociadas con proteína cinasas.
MX2012004844A 2009-11-04 2010-10-27 Proceso para la preparacion de 5-(2-aminopirimindin-4-il)-2-aril-1 h-pirrol-3-carboxamidas. MX339634B (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09175063 2009-11-04
PCT/EP2010/066241 WO2011054714A1 (en) 2009-11-04 2010-10-27 Process for the preparation of 5-(2-amino-pyrimidin-4-yl)-2-aryl-1h-pyrrole-3-carboxamides

Publications (2)

Publication Number Publication Date
MX2012004844A MX2012004844A (es) 2012-06-12
MX339634B true MX339634B (es) 2016-06-02

Family

ID=43431011

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2012004844A MX339634B (es) 2009-11-04 2010-10-27 Proceso para la preparacion de 5-(2-aminopirimindin-4-il)-2-aril-1 h-pirrol-3-carboxamidas.

Country Status (15)

Country Link
US (1) US8592583B2 (es)
EP (1) EP2496570B1 (es)
JP (1) JP5715146B2 (es)
CN (1) CN102666527B (es)
AR (1) AR078883A1 (es)
AU (1) AU2010314204B2 (es)
BR (1) BR112012010445B1 (es)
CA (1) CA2779785C (es)
CL (1) CL2012001140A1 (es)
EA (1) EA021299B1 (es)
ES (1) ES2593630T3 (es)
HK (1) HK1175781A1 (es)
MX (1) MX339634B (es)
TW (1) TWI478914B (es)
WO (1) WO2011054714A1 (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2621732C2 (ru) * 2011-04-19 2017-06-07 НЕРВИАНО МЕДИКАЛ САЙЕНСИЗ С.р.л. Замещенные пиримидинилпирролы, активные в качестве ингибиторов киназы
CN107915720B (zh) * 2016-10-08 2020-09-11 常州市第四制药厂有限公司 沃诺拉赞的新制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09295967A (ja) * 1996-05-02 1997-11-18 Sumitomo Metal Ind Ltd 新規ピロールアルカン酸誘導体
SE0202463D0 (sv) * 2002-08-14 2002-08-14 Astrazeneca Ab Novel compounds
WO2005074643A2 (en) * 2004-01-30 2005-08-18 Smithkline Beecham Corporation Benzamide compounds useful as rock inhibitors
WO2007026920A2 (en) * 2005-09-02 2007-03-08 Astellas Pharma Inc. Amide derivatives as rock inhibitors
KR101616388B1 (ko) * 2006-03-27 2016-04-29 네르비아노 메디칼 사이언시스 에스.알.엘. 키나제 억제제로서의 피리딜- 및 피리미디닐-치환된 피롤-, 티오펜- 및 푸란-유도체
TWI426074B (zh) * 2008-04-30 2014-02-11 Nerviano Medical Sciences Srl ５－（２－胺基－嘧啶－４－基）－２－芳基－１ｈ－吡咯－３－羧醯胺之製造方法

Also Published As

Publication number Publication date
US8592583B2 (en) 2013-11-26
EA021299B1 (ru) 2015-05-29
EA201290276A1 (ru) 2012-12-28
CN102666527B (zh) 2014-10-01
WO2011054714A1 (en) 2011-05-12
US20120220771A1 (en) 2012-08-30
BR112012010445B1 (pt) 2021-09-21
CN102666527A (zh) 2012-09-12
AU2010314204B2 (en) 2015-03-26
AU2010314204A1 (en) 2012-06-21
CA2779785C (en) 2017-09-12
EP2496570A1 (en) 2012-09-12
ES2593630T3 (es) 2016-12-12
BR112012010445A2 (pt) 2015-09-29
JP5715146B2 (ja) 2015-05-07
EP2496570B1 (en) 2016-06-29
CA2779785A1 (en) 2011-05-12
JP2013510110A (ja) 2013-03-21
TWI478914B (zh) 2015-04-01
CL2012001140A1 (es) 2012-08-31
AR078883A1 (es) 2011-12-07
HK1175781A1 (en) 2013-07-12
MX2012004844A (es) 2012-06-12
TW201121954A (en) 2011-07-01

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