Simple exploration of 4-Bromo-1-methyl-1H-1,2,3-triazole

According to the analysis of related databases, 13273-53-5, the application of this compound in the production field has become more and more popular.

13273-53-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 13273-53-5 as follows.

Example 212 (5alpha,8alpha)-8-(5-Bromo-3-methyl-3H-[1,2,3]triazol-4-yl)-8-hydroxy-2-(4-isopropoxy-phenyl)-2-aza-spiro[4.5]decan-1-one A solution of 4-bromo-1-methyl-1H-1,2,3-triazole (108 mg) in tetrahyrofurane (5 mL) was cooled to -78 C. under an argon atmosphere and then treated dropwise with n-butyllitium (415 mul, 1.6 M in hexanes) over 10 minutes. The reaction mixture was stirred 15 min at -78 C., then treated dropwise with 2-(4-isopropoxyphenyl)-2-aza-spiro[4.5]decane-1,8-dione (200 mg in 3 ml tetrahydrofuran, product of example 184, step 2). The mixture was stirred further 1 h at -78 C. then warmed slowly to RT. It was then partitioned between AcOEt and saturated aqueous NH4Cl, the layers were separated, the organic layer washes with 1M aqueous HCL then brine and dried over Na2SO4. The solvent was evaporated off the residue purified by flash chromatography (silica gel, gradient of methylene chloride and AcOEt) to give the title compound (102 mg, 31%) as a white solid. MS (m/e): 465.131 [MH+].

According to the analysis of related databases, 13273-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ackermann, Jean; Brugger, Stephan; Conte, Aurelia; Hunziker, Daniel; Neidhart, Werner; Nettekoven, Matthias; Schulz-Gasch, Tanja; Wertheimer, Stanley; US2011/92512; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics