99446-40-9

Upstream product

• 56000-34-1 1-Amino-4-phenyl-pyridinium-mesitylensulfonat 
• 623-47-2 propynoic acid ethyl ester 
• 939-23-1 p-phenylpyridine 
• 885276-93-7 ethyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate 
• 98-80-6 phenylboronic acid 
• 1060814-91-6 ethyl 2-(4-bromopyridin-2-yl) acetate 

Downstream Products

• 1356145-27-1 N,2-dimethyl-5-nitro-N'-((5-phenylpyrazolo[1,5-a]pyridin-3-yl)methylene)benzenesulfonohydrazide 

Relevant academic research and scientific papers

Divergent and Regioselective Synthesis of Pyrazolo[1,5- a]pyridines and Imidazo[1,5- a]pyridines

Nitrogenous heterocycles are ubiquitous in pharmaceuticals and drug-like compounds; however, regioselective synthesis has proved challenging. Herein we report our efforts to develop a regioselective method for the synthesis of pyrazolo[1,5-a]pyridines and the serendipitous discovery of a protocol for the regioselective formation of imidazo[1,5-a]pyridines. Together, these transformations allow for the rapid and selective formation of two important heterocyclic motifs from a common intermediate.

Discovery of pyrazolo[1,5-a]pyridines as p110α-selective PI3 kinase inhibitors

We have made a novel series of pyrazolo[1,5-a]pyridines as PI3 kinase inhibitors, and demonstrated their selectivity for the p110α isoform over the other Class Ia PI3 kinases. We investigated the SAR around the pyrazolo[1,5-a]pyridine ring system, and found compound 5x to be a particularly potent example (p110α IC50 0.9 nM). This compound inhibits cell proliferation and phosphorylation of Akt/PKB, a downstream marker of PI3 kinase activity, and showed in vivo activity in an HCT-116 human xenograft model.

PYRAZOLOPYRIDINES AS CYCLIN DEPENDENT KINASE INHIBITORS

In its many embodiments, the present invention provides a novel class of pyrazolo[1,5-a]pyridine compounds as inhibitors of cyclin dependent kinases, methods of preparing such compounds, pharmaceutical compositions containing one or more such compounds, m