Synthetic Route of 16681-72-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16681-72-4, name is 5-Bromo-1-methyl-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.
Example 245. 4-(2-(l-(3-Chloro-2-fluorophenyl)-lH-l,2,3-triazole-4-carbonyl)- 5-(l -methyl- 1H- 1 ,2,4-triazol-5-yl)- 1 ,2,3 ,4-tetrahydroisoquinoline- 1 -carboxamido) benzoic acid, TFA salt: Intermediate 44 (0.050 g, 0.071 mmol), 5-bromo-l -methyl- 1H- 1,2,4-triazole (0.017 g, 0.107 mmol), and Na2C03 (2.0M aq. solution) (0.178 mL, 0.356 mmol) were added to dioxane (1.0 mL) and degassed for 15 min. Tetrakis (triphenylphosphine)palladium(O) (8.23 mg, 7.12 muiotaetaomicron) was added and the mixture was irradiated at 120 C for 15 min. The reaction mixture was poured into EtOAc, washed with saturated aHC03 solution, brine, dried over sodium sulfate, filtered, and concentrated. The /-butyl ester group was removed was treatment with 50% TFA/DCM, concentrated, purified by reverse phase prep. HPLC, and freeze-dried to give the title compound as a white solid (14.3 mg, 27%). NMR (400MHz, DMSO-d6) delta 11.02 (s, 1H), 9.21 – 9.15 (m, 1H), 8.14 – 8.05 (m, 1H), 7.93 – 7.84 (m, 5H), 7.75 (d, J = 8.8 Hz, 2H), 7.54 – 7.45 (m, 3H), 6.05 (s, 1H), 4.51 – 4.40 (m, 1H), 4.19 (ddd, J = 12.7, 8.3, 4.2 Hz, 1H), 3.76 (s, 3H), 3.11 – 3.02 (m, 1H), 2.91 – 2.81 (m, 1H) ppm. MS (ESI) m/z: 601(M+H)+. Analytical HPLC: RT = 6.14 min (Method B).
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-1-methyl-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.P.; CLARK, Charles G.; SMITH, II, Leon M.; ORWAT, Michael J.; JEON, Yoon; CORTE, James R.; WO2014/160668; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics