Synthesis of reversible PAD4 inhibitors via copper-catalyzed C-H arylation of benzimidazole was written by Guo, Zhengwei;Shi, Lai;Wang, Bo;He, Gang;Wang, Yanming;Chen, Gong. And the article was included in Science China: Chemistry in 2019.Safety of 2-Iodo-1H-pyrrolo[2,3-b]pyridine This article mentions the following:
A Cu-catalyzed C-H arylation reaction of N-heteroarene I [R = H; R1 = H3CO] has been applied to the synthesis of complex non-covalent PAD4 inhibitors I [R = 1-benzyl-1H-indol-2-yl, naphthalen-2-yl, pyrazin-2-yl, etc.; R1 = (3S,4R)-3-amino-4-hydroxypiperidin-1-yl] bearing a bi-heteroaryl pharmacophore. This strategy access various analogs of C2-aryl substituted benzimidazoles I [R1 = OH, H3CO] from a common benzimidazole core I [R = H; R1 = H3CO] and easily accessible aryl iodides RI. Preliminary SAR studies revealed that the indole motif of GSK-484 is critical to its activity. Replacing the N-cyclopropylmethyl group to N-benzyl group on the indole ring of GSK-484 resulted in more than 5-fold increase in cell killing efficacy against 4T1 cell line. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Safety of 2-Iodo-1H-pyrrolo[2,3-b]pyridine).
2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Safety of 2-Iodo-1H-pyrrolo[2,3-b]pyridine
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com