Preparation method of 3-trifluoromethyl substituted 1,2,4-triazole compound

Abstract

The invention discloses a preparation method of a 3-trifluoromethyl substituted 1,2,4-triazole compound. The preparation method comprises the following steps: adding molybdenum hexacarbonyl, cuprous acetate, triethylamine, a molecular sieve, trifluoroethylimidoacyl chloride and functionalized isonitrile (NIITP) into an organic solvent, conducting reacting at 70-90 DEG C for 18-30 hours, and after the reaction is completed, performing post-treatment to obtain the 3-trifluoromethyl substituted 1,2,4-triazole compound. The preparation method has the advantages of mild conditions, simple operation, cheap and easily available initial raw materials and high reaction efficiency, can be expanded to gram-level reaction, can synthesize trifluoromethyl-containing 1,2,4-triazole compounds substituted by different functional groups through substrate design, and is convenient to operate and widened in applicability.

Description

technical field

[0001] The invention belongs to the field of organic synthesis, in particular to a preparation method of 1,2,4-triazole compound substituted by 3-trifluoromethyl. Background technique

[0002] 1,2,4-Triazole compound is an extremely important five-membered nitrogen-containing heterocyclic ring, which widely exists in molecular skeletons with biological and pharmaceutical activities (Chem. Rev. 2010, 110, 1809-1827). Many drugs contain 1,2,4-triazole molecular structure, such as deferasirox, maravirox and sitagliptin. Multi-substituted 1,2,4-triazole molecules are often used in ligand chemistry. Trifluoromethyl can significantly improve the physicochemical properties of the parent molecule, such as electronegativity, bioavailability, metabolic stability, and lipophilicity (J.Med.Chem.2015, 58, 8315-8359). Therefore, the construction of trifluoromethyl-substituted 1,2,4-triazole compounds has important theoretical research significance and practical applicati...

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