Synthetic Route of 25676-75-9, A common heterocyclic compound, 25676-75-9, name is 4-Bromo-1-methylimidazole, molecular formula is C4H5BrN2, its 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.
Intrmdiate Example 11.5-(I-Methyl-1H-imidazol-4-yl)-1H-benzo[d]imidazolea) 4-(1-Methyl-1H-imidazol-4-yl)-2-nitroanilineA solution, of 2-nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline(1.45 g, 5.55 mmol, 1.1 eq) in 1 ,2-dimethoxyethane (15 ml) was degassed by N2bubbling for 5 mi 4-Bromo-1-methyi-1H-imidazole (0.81 g, 5 mmol, 1 eq) was added and the mixture was degassed for another 5 mm. Pd(dppf)Cl2 (0.4 g, 0.5 mmol, 0.1 eq) and aqueous sodiumcarbonate (1.59 g, 15 mmol, 3 eq) were added, sequentially using the procedure of Intermediate Example 1 and then heated at 100 C for 4 h. The reactionmixture was then quenched and extracted as in Intermediate Example 1. The solvent was distilled off to afford the crude residue which was purified by columnchromatography (60-120 silica gel, 50 % ethyl acetate in hexane) to afford the title product in 60 % yield (0.6 g). LC-MS (ESI): Calculated mass: 218.08; Observed mass:219.2 [M+HJ (rt: 0.09 mm).
The synthetic route of 25676-75-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ORION CORPORATION; RAJAGOPALAN, Srinivasan; APPUKUTTAN, Prasad; NARASINGAPURAM ARUMUGAM, Karthikeyan; UJJINAMATADA, Ravi Kotrabasaiah; GEORGE, Shyla; LINNANEN, Tero; WO2014/162039; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem