Related Products of 16681-67-7,Some common heterocyclic compound, 16681-67-7, name is 4-Bromo-2-methyl-2H-1,2,3-triazole, molecular formula is C3H4BrN3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To a solution of 4-bromo-2-methyl-2H-1,2,3-triazole (250 mg, 1.543 mmol) in 1,4-dioxane (20 mL) were added 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane) (780.9 mg, 3.086 mmol) and KOAc (454.8 mg, 4.630 mmol). The mixture was degassed for 10 mm, followed by addition of Pd(Ph3P)4 (126.0 mg, 0.154 mmol), and degassed for another 10 mm. The reaction mixture was sealed, stirred at 80C for 3h, and cooled to rt. To the mixture was added a mixture of Intermediate 3 (426.7 mg, 0.77 1 mmol) and K2C03 (1.064 g, 7.7 17 mmol) in toluene/H20/ethanol (30 mL). The mixture was degassed for 10 mm, followed by addition of Pd(Ph3P)4 (178.2 mg, 0.154 mmol), and degassed for anotherlO mm. After being stirred at 80C for 16h, the mixture was cooled to rt, diluted with cold water, and extracted with EtOAc. The combined organic layers were washed with water and brine, dried over Na2SO4 and concentrated. The crude compound was purified by column chromatography using 60% EtOAc/hexanes to afford 58-1 (300 mg, 35%). LCMS: 556.1 [M+Hjt
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-methyl-2H-1,2,3-triazole, its application will become more common.
Reference:
Patent; KALYRA PHARMACEUTICALS, INC.; HUANG, Peter, Qinhua; KAHRAMAN, Mehmet; BUNKER, Kevin, Duane; (194 pag.)WO2018/67512; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics