333430-46-9Relevant academic research and scientific papers
Metal-free oxidative amidation of aldehydes with aminopyridines employing aqueous hydrogen peroxide
Sankari Devi,Alanthadka, Anitha,Tamilselvi,Nagarajan, Subbiah,Sridharan, Vellaisamy,Maheswari, C. Uma
, p. 8228 - 8231 (2016)
The first metal free report on the amidation of aldehydes with aminopyridines was accomplished using simple aqueous hydrogen peroxide (aq. H2O2) as the oxidant. No catalysts or additives were needed for this transformation and the reaction proceeded in water, an environmentally benign reaction medium. Green oxidant and reaction conditions, and the ability to construct diverse N-(pyridin-2-yl)benzamide by this elegant method render it a practical alternative for the synthesis of these amides.
Pyridyl benzamides as a novel class of potent inhibitors for the kinetoplastid Trypanosoma brucei
Ferrins, Lori,Gazdik, Michelle,Rahmani, Rapha?l,Varghese, Swapna,Sykes, Melissa L.,Jones, Amy J.,Avery, Vicky M.,White, Karen L.,Ryan, Eileen,Charman, Susan A.,Kaiser, Marcel,Bergstr?m, Christel A. S.,Baell, Jonathan B.
supporting information, p. 6393 - 6402 (2014/10/15)
A whole-organism screen of approximately 87000 compounds against Trypanosoma brucei brucei identified a number of promising compounds for medicinal chemistry optimization. One of these classes of compounds we termed the pyridyl benzamides. While the initial hit had an IC50 of 12 μM, it was small enough to be attractive for further optimization, and we utilized three parallel approaches to develop the structure-activity relationships. We determined that the physicochemical properties for this class are generally favorable with particular positions identified that appear to block metabolism when substituted and others that modulate solubility. Our most active compound is 79, which has an IC50 of 0.045 μM against the human pathogenic strain Trypanosoma brucei rhodesiense and is more than 4000 times less active against the mammalian L6 cell line.
Copper-catalyzed dehydrogenative reaction: Synthesis of amide from aldehydes and aminopyridine
Yang, Sizhuo,Yan, Hao,Ren, Xiaoyu,Shi, Xiaokang,Li, Jian,Wang, Yuling,Huang, Guosheng
supporting information, p. 6431 - 6435 (2013/07/26)
We have developed a highly efficient method in the presence of copper catalyst to form amides from aminopyridines and aldehydes. This method is simple, environmental benign and has practical advantages in the amide synthesis.
