In 2022,Mandler, Michael D.; Degnan, Andrew P.; Zhang, Shasha; Aulakh, Darpandeep; Georges, Ketleine; Sandhu, Bhupinder; Sarjeant, Amy; Zhu, Yeheng; Traeger, Sarah C.; Cheng, Peter T.; Ellsworth, Bruce A.; Regueiro-Ren, Alicia published an article in Organic Letters. The title of the article was 《Structural and Thermal Characterization of Halogenated Azidopyridines: Under-Reported Synthons for Medicinal Chemistry》.Safety of 4-Ethynylpyridine The author mentioned the following in the article:
Owing to their participation in Click reactions, bifunctional azides are valuable intermediates in the preparation of medicines and biochem. tool compounds Despite the privileged nature of pyridines among pharmaceutical scaffolds, reports of the synthesis and characterization of azidopyridines bearing a halogen substituent for further elaboration are almost completely unknown in the literature. As azidopyridines carry nearly equal numbers of nitrogen and carbon atoms, we hypothesized that safety concerns limited the application of these useful bifunctional building blocks in medicinal and biol. chem. To address this concern, we prepared and characterized nine azidopyridines bearing a single fluorine, chlorine, or bromine atom. All were examined by differential scanning calorimetry (DSC), in which they demonstrated exotherms of 228-326 kJ/mol and onset temperatures between 119 and 135°C. Selected azidopyridines were advanced to mech. stress testing, in which impact sensitivity was noted for one regioisomer of C5H3FN4. The utility of these versatile intermediates was demonstrated through their use in a variety of Click reactions and the diversification of the halogen handles.4-Ethynylpyridine(cas: 2510-22-7Safety of 4-Ethynylpyridine) was used in this study.
4-Ethynylpyridine(cas: 2510-22-7) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Safety of 4-Ethynylpyridine