34164-90-4Relevant academic research and scientific papers
Copper- A nd DMF-mediated switchable oxidative C-H cyanation and formylation of imidazo[1,2-: A] pyridines using ammonium iodide
Ji, Fanghua,Jiang, Guangbin,Li, Xuan,Liu, Meichen,Wang, Shoucai,Zang, Jiawang
, p. 9100 - 9108 (2020/11/27)
The cyanation and formylation of imidazo[1,2-a]pyridines were developed under copper-mediated oxidative conditions using ammonium iodide and DMF as a nontoxic combined cyano-group source and DMF as a formylation reagent. Mechanistic studies indicate that the cyanation of imidazo[1,2-a]pyridines proceeds through a two-step sequence: Initial iodination and then cyanation. The cyanation has a broad substrate scope and high functional group tolerance, and can be safely conducted on a gram scale. A novel copper-mediated formylation using the widely available DMF as the formylation reagent and environmentally friendly molecular oxygen as the oxidant has also been developed. This protocol also provided a convenient approach for the synthesis of clinically used saripidem. This journal is
Novel four-step method for constructing drug molecular sand pyridan with DMF and ammonium iodide as cyanation reagents
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, (2019/11/21)
The invention discloses a novel four-step method for constructing drug molecular sand pyridan with DMF (N,N-dimethylformamide) and ammonium iodide as cyanation reagents. According to the novel four-step method, 2-(4-chlorophenyl) imidazole [1,2-a] pyridine is used as a reaction raw material, the DMF (N,N-dimethylformamide) and the ammonium iodide are used as the cyanation reagents, and the drug molecular sand pyridan is constructed by the four steps of a cyanation reaction, a reduction reaction, an acylation reaction and a methylation reaction. According to the novel four-step method, the synthesis method is novel, the reaction condition is mild, the reaction reagent is cheap and easy to obtain, the safe and non-toxic DMF (N,N-dimethylformamide) and the ammonium iodide are used as a combined reagent to provide acyanogen source, and the development requirements of green chemistry are conformed.
Copper-mediated three-component synthesis of 3-cyanoimidazo[1,2-a]pyridines
Wen, Qiaodong,Lu, Ping,Wang, Yanguang
supporting information, p. 15378 - 15381 (2015/10/20)
A copper-mediated three-component approach towards the synthesis of 3-cyanoimidazo[1,2-a]pyridines from 2-aminopyridines, acetophenones and benzyl cyanide was developed. This cascade reaction proceeds through a copper-mediated oxidative release of cyanide
Design, Synthesis and Biological Evaluation of Imidazo[1,2-a]pyridine Derivatives as Novel DPP-4 Inhibitors
Li, Qing,Zhou, Muxing,Han, Li,Cao, Qing,Wang, Xinning,Zhao, Leilei,Zhou, Jinpei,Zhang, Huibin
, p. 849 - 856 (2015/10/06)
A new series of DPP-4 inhibitors with imidazo[1,2-a]pyridine scaffold were designed by exploiting scaffold hopping strategy and docking study. Based on docking binding model, structural modifications of 2-benzene ring and pyridine moieties of compound 5a led to the identification of compound 5d with 2, 4-dichlorophenyl group at the 2-position as a potent (IC50 = 0.13 μm), selective (DPP-8/DPP-4 = 215 and DPP-9/DPP-4 = 192) and in vivo efficacious DPP-4 inhibitor. Further, molecular docking revealed that compound 5d could retain key binding features of DPP-4 with the pyridine moiety of imidazo[1,2-a]pyridine ring providing an additional π-π interaction with Phe357 of DPP-4. Compound 5d might be a promising lead for further development of novel DPP-4 inhibitor treating T2DM.
