| US 7,615,562 B2 | ||
| 2-aminopyrimidine derivatives and their medical use | ||
| Birgit Bollbuck, Weil am Rhein (Germany); Alastair DenholmMritain, Horsham (United Kingdom); Jörg Eder, Rheinfelden (Germany); René Hersperger, Münchenstein (Switzerland); Philipp Janser, Basel (Switzerland); Lászlo Révész, Therwil (Switzerland); Achim Schlapbach, Lörrach (Germany); and Rudolf Wálchi, Basel (Switzerland) | ||
| Assigned to Novartis AG, Basel (Switzerland) | ||
| Appl. No. 10/552,317 PCT Filed Apr. 08, 2004, PCT No. PCT/EP2004/003819 § 371(c)(1), (2), (4) Date Jul. 06, 2006, PCT Pub. No. WO2004/089913, PCT Pub. Date Oct. 21, 2004. |
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| Claims priority of application No. 0308466.2 (GB), filed on Apr. 11, 2003. | ||
| Prior Publication US 2007/0043048 A1, Feb. 22, 2007 | ||
| Int. Cl. C07D 239/42 (2006.01); C07D 403/04 (2006.01); A61K 31/506 (2006.01) | ||
| U.S. Cl. 514—275 [544/331] | 6 Claims |
1. A compound of formula IIIa or formula IIIb or a pharmaceutically-acceptable salt, thereof:
![]() R2″ is phenyl, thiophenyl, benzthiophenyl, pyridinyl, naphthalenyl or indolyl, wherein any of which is/are optionally substituted
by one-to-three substituents R20, where each R20 is independently selected from I, Br, Cl, F, and R23, wherein R23 is selected from OH, CN, NO2, —C(O)—Rx, —O—C(O)—Rx, —S(O)—Rx, —S(O)2—Rx, —CH2—O—Rx, —NH—C(O)—Rx, and R24, where R24 is selected from linear- or branched-C1-C7-alkyl, C3-C10-cycloalkyl, C3-C10-cycloalkyl-linear- or branched-C1-C7-alkyl, linear- or branched-C2-C7-alkene, linear- or branched-C2-C7-alkyne, linear- or branched-C1-C7-alkoxy, linear- or branched-C1-C7-thioalkoxy, linear- or branched-C2-C7-alkenyloxy, linear- or branched-C2-C7-thioalkenyloxy, linear- or branched-C2-C7-alkynyloxy, linear- or branched-C2-C7-thioalkynyloxy, carbocyclic aryl, heteroaryl, heterocycloalkyl, and NH2, wherein each R24 may be substituted by one or two substituents independently selected from linear- or branched-C1-C7-alkyl, carbocyclic aryl, heteroaryl, carbocyclic aryl-linear- or branched-C1-C7-alkyl, heteroaryl-linear- or branched-C1-C7-alkyl, heterocycloalkyl or heterocycloalkyl-linear- or branched-C1-C7-alkyl, and wherein each R23 is optionally substituted by one-to-four substituents independently selected from I, Br, Cl, F, and R25, where R25 is selected from OH, CN, NO2, —C(O)—Rx, —O—C(O)—Rx, —S(O)—Rx, —O—S(O)—Rx,—CH2—O—Rx, —NH—C(O)—Rx, and R26, where R26 is selected from linear- or branched-C1-C7-alkyl, C3-C10-cycloalkyl, C3-C10-cycloalkyl-linear- or branched-C1-C7-alkyl, linear- or branched-C2-C7-alkene, linear- or branched-C2-C7-alkyne, linear- or branched-C1-C7alkoxy, linear- or branched-C1-C7-thioalkoxy, linear- or branched-C2-C7-alkenyloxy, linear- or branched-C2-C7-thioalkenyloxy, linear- or branched-C2-C7-alkynyloxy, linear- or branched-C2-C7-thioalkynyloxy, carbocyclic aryl, heteroaryl, heterocycloalkyl, and NH2, where each R26 may be substituted by one or two substituents independently selected from linear- or branched-C1-C7-alkyl, carbocyclic aryl, heteroaryl, carbocyclic aryl- linear- or branched-C1-C7-alkyl, heteroaryl-linear- or branched-C1 -C7-alkyl,heterocycloalkyl or heterocycloalkyl- linear- or branched-C1C7-alkyl and wherein each R25is optionally substituted by one-to-three substituents R27 independently selected from I, Br, Cl, F and R28, where R28is selected from OH, CN, NO2, —C(O)—Rx, —O—C(O)Rx, —S(O)—Rx, —O—S(O)—Rx, —CH2—O—Rx, —NH—C(O)—Rx, linear- or branched-C1-C7-alkyl, C3-C10-cycloalkyl, C3-C10-cycloalkyl-linear- or branched-C1-C7-alkyl, linear- or branched-C1-C7-alkoxy, linear- or branched-C1-C7-thioalkoxy, carbocyclic aryl, heteroaryl, heterocycloalkyl, and NH2, where each R27 may be substituted by one or two substituents independently selected from linear- or branched-C1-C7-alkyl, carbocyclic aryl, heteroaryl, carbocyclic aryl- linear- or branched-C1-C7-alkyl, heteroaryl-linear- or branched-C1-C7-alkyl, heterocycloalkyl and heterocycloalkyl linear- or branched-C1-C7-alkyl;
wherein
Rx is OH, linear- or branched-C1-C7-alkoxy, linear- or branched-C1-C7-thioalkoxy, carbocyclic aryloxy, heteroaryloxy, thio-carbocyclic aryloxy, thio-heteroaryloxy, carbocyclic aryl-linear- or
branched-C1-C7-alkoxy, carbocyclic-aryl-linear- or branched C1-C7-thioalkoxy, heteroaryl-linear- or branched-C1-C7-alkoxy, heteroaryl-linear- or C1-C7-thioalkoxy, or NH2, any of which may be substituted by one or two substituents independently selected from linear- or branched-C1-C7-alkyl, carbocyclic aryl, heteroaryl, carbocyclic aryl-linear- or branched-C1-C7-alkyl, heteroaryl -linear- or branched-C1-C7-alkyl, heterocycloalkyl and heterocycloalkyl -linear- or branched-C1-C7-alkyl;
carbocyclic aryl is a mono-, bi- or tricyclic aryl selected from phenyl, phenyl that is substituted by one, two or three substituents
selected from linear- or branched-C1-C7-alkyl, linear- or branched-C1-C7-alkoxy, linear- or branched-C1-C7-thioalkoxy, phenyl, hydroxy, I, Br, Cl, F, cyano, trifluoromethyl, linear- or branched-C2-C7-alkylenedioxy; oxy-C2-C3-alkylene; 1- or 2-naphthyl; and 1- or 2-phenanthrenyl;
heterocycloalkyl is a mono- bi- or tricyclic moiety comprising from 3-to 18 ring atoms, wherein 1-to-3 ring atoms is/are independently
selected from O, S and N, and the remaining ring atoms are carbon atoms, which ring(s) is/are saturated or comprise(s) one
or more unsaturated alkenyl or alkynyl bonds; and
heteroaryl is a mono- or bicyclic heteroaryl selected from pyridyl, indolyl, quinoxalinyl, quinolinyl, isoquinolinyl, benzothienyl,
benzofuranyl, benzopranyl, benzothiophenyl, benzothiopyranyl, furanyl, pyrrolyl, thiazolyl, oxazolyl, isoxazolyl, triazolyl,
tetrazolyl, pyrazolyl, imidazolyl and thienyl.
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