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@article{1358648,
author = {Tenora, Lukáš and Galeta, Juraj and Řezníčková, Eva and Kryštof, Vladimír and Potáček, Milan},
article_number = {23},
doi = {http://dx.doi.org/10.1021/acs.joc.6b02230},
keywords = {Cross-Coupling reactions; Pd catalysed; 4H-pyrrolo[1;2-b]pyrazoles; ALK5 Kinase inhibitors;},
language = {eng},
issn = {0022-3263},
journal = {The Journal of Organic Chemistry},
title = {Application of Pd-Catalyzed Cross-Coupling Reactions in the Synthesis of 5,5-Dimethyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazoles that inhibit ALK5 Kinase},
url = {http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b02230},
volume = {81},
year = {2016}
}
TY - JOUR
ID - 1358648
AU - Tenora, Lukáš - Galeta, Juraj - Řezníčková, Eva - Kryštof, Vladimír - Potáček, Milan
PY - 2016
TI - Application of Pd-Catalyzed Cross-Coupling Reactions in the Synthesis of 5,5-Dimethyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazoles that inhibit ALK5 Kinase
JF - The Journal of Organic Chemistry
VL - 81
IS - 23
SP - 11841-11856
EP - 11841-11856
PB - American Chemical Society
SN - 00223263
KW - Cross-Coupling reactions
KW - Pd catalysed
KW - 4H-pyrrolo[1;2-b]pyrazoles
KW - ALK5 Kinase inhibitors;
UR - http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b02230
L2 - http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b02230
N2 - 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-5,6-dihydro-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 cross-coupling reaction, by transformation to the N-oxide. Selected final products were reasonably selective ALK5 kinase inhibitors.
ER -
TENORA, Lukáš, Juraj GALETA, Eva ŘEZNÍČKOVÁ, Vladimír KRYŠTOF and Milan POTÁČEK. Application of Pd-Catalyzed Cross-Coupling Reactions in the Synthesis of 5,5-Dimethyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazoles that inhibit ALK5 Kinase. \textit{The Journal of Organic Chemistry}. American Chemical Society, vol.~81, No~23, p.~11841-11856. ISSN~0022-3263. doi:10.1021/acs.joc.6b02230. 2016.
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