Yang, Tao; Li, Xiaoqian; Deng, Shuang; Qi, Xiaotian; Cong, Hengjiang; Cheng, Hong-Gang; Shi, Liangwei; Zhou, Qianghui; Zhuang, Lin published an article in 2022. The article was titled 《From N-H Nitration to Controllable Aromatic Mononitration and Dinitration-The Discovery of a Versatile and Powerful N-Nitropyrazole Nitrating Reagent》, and you may find the article in JACS Au.Reference of Methyl 1H-pyrazole-3-carboxylate The information in the text is summarized as follows:
Herein,the identification of a powerful nitrating reagent, 5-methyl-1,3-dinitro-1H-pyrazole, from the N-nitro-type reagent library constructed using a practical N-H nitration method was reported. This nitrating reagent behaved as a controllable source of the nitronium ion, enabling mild and scalable nitration of a broad range of (hetero)arenes with good functional group tolerance. Of note, this nitration method was controlled by manipulating the reaction conditions to furnish mononitrated or dinitrated product selectively. The value of this method in medicinal chem. was well established by its efficient late-stage C-H nitration of complex biorelevant mols. D. functional theory (DFT) calculations and preliminary mechanistic studies reveal that the powerfulness and versatility of this nitrating reagent were due to the synergistic “”nitro effect”” and “”methyl effect””.Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Reference of Methyl 1H-pyrazole-3-carboxylate) was used in this study.
Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Reference of Methyl 1H-pyrazole-3-carboxylate
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics