Related Products of 13273-53-5, New Advances in Chemical Research in 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
A mixture of 55-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-l4H-6-oxa-3-aza-2(2,6)- pyridina-l(3,4)-triazola-5(l,2)-benzenacyclodecaphan-4-one (200 mg, 0.43 mmol; Example 25, Step A), 4-bromo-l-methyl-lH-l,2,3-triazole (84 mg, 0.52 mmol), Pd(dppf)Cl2 (63 mg, 0.09 mmol) and K2C03 (178 mg, 1.29 mmol) in DMF/H20 (6 mL, 5/1) was stirred at 90 C for 2 h under a N2 atmosphere. After this time the reaction mixture was cooled to rt, filtered and concentrated under vacuum to give the crude product. Purification by columm chromatography on silica (petroleum ether/EtOAc, 1/1 and then DCM/MeOH, 10/1) gave the crude desired product. Further purification by HPLC (using a Phenomenex Synergi C18, 4muiotaeta 150x30mm column and using CH3CN/water (containing 0.05% HC1), from 27% to 47% as the mobile phase at a flow rate of 25 mL/min) gave the title compound (15 mg, 7%) as a white solid. 1H NMR (400 MHz, DMSO-i) delta ppm 11.27 (s, 1H), 8.81 (s, 1H), 8.55 (s, 1H), 8.42 (d, =2.4 Hz, 1H), 8.07 (t, =8.0 Hz, 1H), 8.00 – 8.02 (m, 1H), 7.91 (d, =8.0 Hz, 1H), 7.85 (d, =7.6 Hz, 1H), 7.37 (d, =8.8 Hz, 1H), 4.34 – 4.37 (m, 2H), 4.25 – 4.29 (m, 2H), 4.06 (s, 3H), 2.46 – 2.47 (m, 2H), 1.94 – 1.95 (m, 2H). MS (ESI): 439.2 [M + Na]+.
Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms.In my other articles, you can also check out more blogs about 4-Bromo-1-methyl-1H-1,2,3-triazole.
Reference:
Patent; BIOGEN MA INC.; GONZALEZ LOPEZ DE TURISO, Felix; HIMMELBAUER, Martin; LUZZIO, Michael, J.; (233 pag.)WO2018/148204; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics