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AR092070A1 - Proceso para la preparacion de inhibidores de quinasa c-fms - Google Patents

Proceso para la preparacion de inhibidores de quinasa c-fms

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Publication number
AR092070A1
AR092070A1 ARP130102808A ARP130102808A AR092070A1 AR 092070 A1 AR092070 A1 AR 092070A1 AR P130102808 A ARP130102808 A AR P130102808A AR P130102808 A ARP130102808 A AR P130102808A AR 092070 A1 AR092070 A1 AR 092070A1
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AR
Argentina
Prior art keywords
group
alkyl
formula
compound
hydrogen
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Application number
ARP130102808A
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English (en)
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Janssen Pharmaceutica Nv
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Publication of AR092070A1 publication Critical patent/AR092070A1/es

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Abstract

Estos compuestos son útiles como inhibidores de proteína tirosina quinasa, más particularmente inhibidores de quinasa c-fms. Reivindicación 1: Un proceso para la preparación de un compuesto de fórmula (1) en donde W se selecciona del grupo que consiste en el grupo de fórmulas (2); cada R⁴ se selecciona, independientemente, del grupo que consiste en hidrógeno, F, Cl, Br, I, -OH, -OCH₃, -OCH₂CH₃, alquilo -SC₁₋₄, alquilo -SOC₁₋₄, alquilo -SO₂C₁₋₄, alquilo C₁₋₃, -CO₂Rᵈ, -CONRᵉRᶠ, -CCRᵍ y -CN; en donde Rᵈ se selecciona del grupo que consiste en H y alquilo C₁₋₃; Rᵉ se selecciona del grupo que consiste en H y alquilo C₁₋₃; Rᶠ se selecciona del grupo que consiste en H y alquilo C₁₋₃; y Rᵍ se selecciona del grupo que consiste en hidrógeno, -CH₂OH y -CH₂CH₂OH; J se selecciona del grupo que consiste en CH y N; R² se selecciona del grupo que consiste en cicloalquilo, cicloalquenilo sustituido con espiro, tiofenilo, dihidrosulfonopiranilo, fenilo, furanilo, tetrahidropiridilo y dihidropiranilo; cualquiera de ellos puede ser, independientemente, sustituido con uno o dos de los siguientes: cloro, fluoro, hidroxi, y alquilo C₁₋₄; Z se selecciona del grupo que consiste en hidrógeno, F, Cl y CH₃; X se selecciona del grupo que consiste en grupo de fórmulas (3); en donde Rʷ se selecciona del grupo que consiste en hidrógeno, alquilo C₁₋₄, alquilo -CO₂C₁₋₄, -CONH₂, alquilo -CONHC₁₋₄, alquilo -CON(C₁₋₄)₂ y alquilo -COC₁₋₄; o un tautómero o sal farmacéuticamente aceptable de estos; el proceso comprende: hacer reaccionar un compuesto de la fórmula (4) con un compuesto de la fórmula (5) o una mezcla de regioisómeros protegidos por SEM de estos, en donde: el resto de fórmula (7) se selecciona del grupo que consiste en los restos del grupo de fórmulas (8) en presencia de gas de monóxido de carbono o una fuente de monóxido de carbono; en presencia de una base orgánica o inorgánica; en presencia de un sistema de acoplamiento adecuadamente seleccionado, que comprende un compuesto de paladio y un ligando; en un solvente orgánico; a una temperatura en el intervalo de aproximadamente 60ºC a aproximadamente 120ºC para obtener el compuesto correspondiente de la fórmula (6); desproteger el compuesto de la fórmula (6), para obtener el compuesto correspondiente de la fórmula (1).
ARP130102808A 2012-08-07 2013-08-07 Proceso para la preparacion de inhibidores de quinasa c-fms AR092070A1 (es)

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US201261680446P 2012-08-07 2012-08-07

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AR092070A1 true AR092070A1 (es) 2015-03-18

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ARP130102808A AR092070A1 (es) 2012-08-07 2013-08-07 Proceso para la preparacion de inhibidores de quinasa c-fms
ARP190103246A AR117002A2 (es) 2012-08-07 2019-11-06 Proceso para la preparación de inhibidores de quinasa c-fms

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US (2) US9029352B2 (es)
EP (2) EP2882744B8 (es)
JP (1) JP6290884B2 (es)
CN (2) CN104520295B (es)
AR (2) AR092070A1 (es)
AU (2) AU2013299926B2 (es)
ES (2) ES2607807T3 (es)
IN (1) IN2015DN00660A (es)
JO (2) JOP20180012A1 (es)
TW (2) TWI608004B (es)
UY (1) UY34972A (es)
WO (1) WO2014025679A1 (es)

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TW201811326A (zh) 2016-07-18 2018-04-01 比利時商健生藥品公司 4-氰基-n-(2-(4,4-二甲基環己-1-烯-1-基)-6-(2,2,6,6-四甲基四氫-2h-哌喃-4-基)吡啶-3-基)-1h-咪唑-2-甲醯胺之鹽形式
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