Application of Pd-Catalyzed Cross-Coupling Reactions in the Synthesis of 5,5-Dimethy1-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazoles that Inhibit ALK5 Kinase

被引：12

作者：

Tenora, Lukas ^{[1
]}

Galeta, Juraj ^{[1
,4
]}

Reznickova, Eva ^{[2
,3
]}

Krystof, Vladimir ^{[2
,3
]}

Potacek, Milan ^{[1
]}

机构：

[1] Masaryk Univ, Fac Sci, Dept Chem, Kotlarska 2, CS-61137 Brno, Czech Republic

[2] Palacky Univ, Fac Sci, Lab Growth Regulators, Slechtitelu 27, Olomouc 78371, Czech Republic

[3] ASCR, Inst Expt Bot, Slechtitelu 27, Olomouc 78371, Czech Republic

[4] Columbia Univ, Dept Chem, 3000 Broadway, New York, NY 10027 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 23期

关键词：

C-H FUNCTIONALIZATION; PYRIDINE N-OXIDES; RECEPTOR-TYPE-I; DIRECT ARYLATION; TGF-BETA; GALUNISERTIB LY2157299; DOMAIN INHIBITORS; BOND ACTIVATION; GROWTH; WITHASOMNINE;

D O I：

10.1021/acs.joc.6b02230

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-H activation of position 3 of a substituted pyrazole ring catalyzed by palladium(II) was straightforward and convenient for arylated or heteroarylated 5,5-dimethyl-5,6dihydro-4H-pyrrolo[1,2-b]pyrazoles. Moreover, we introduced simple protection of the nitrogen in the pyridin-2-yl directing group, which otherwise does not allow a cross-coupling reaction, by transformation to the N-oxide. Selected final products were reasonably selective ALK5 kinase inhibitors.

引用

页码：11841 / 11856

页数：16

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