Adding a certain compound to certain chemical reactions, such as: 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 33468-69-8, category: imidazoles-derivatives
Sodium hydride (60 mass %) in 54 mineral oil (41.6 mg, 1.04 mmol) is added to a solution of 61 4-(trifluoromethyl)-1H-imidazole (96.3 mg, 0.694 mmol) in 56 DMF (5.0 mL) at 0 C. The mixture is stirred at room temperature for 30 minutes. 40 [3-[3-[6-(4-Isopropyl-1,2,4-triazol-3-yl)-2-pyridyl]-2-oxo-imidazolidin-1-yl]cyclobutyl] methanesulfonate (162.0 mg, 0.347 mmol) is added at room temperature, the mixture is heated to 90 C., and stirred for 17 hours. The reaction is quenched with water (20 mL) and the product is extracted with DCM (3×40 mL). The organic extracts are dried over Na2SO4 and concentrated in vacuo. The residue is purified by HPLC under the following conditions column: SunFire C18 5 mum, 30*100 mm, eluting with a gradient of 28%-43% of 57 ACN (0.1% FA) in 34 H2O (0.1% FA) over 10 minutes and stop at 17 minutes; flow rate: 30 mL/minutes. t(R) 7.5 minutes. The material is concentrated, dissolved in 21 water, and lyophilized to give the 62 title compound. ES/MS (m/z): 461.0 (M+1), 1H NMR (500 MHz, CDCl3) delta 8.36 (s, 1H), 8.33 (d, J=8.3 Hz, 1H), 7.93 (d, J=7.5 Hz, 1H), 7.81 (t, J=8.0 Hz, 1H), 7.65 (s, 1H), 7.43 (s, 1H), 5.58-5.52 (m, 1H), 4.90-4.85 (m, 1H), 4.72-4.69 (m, 1H), 4.09 (t, J=8.0 Hz, 2H), 3.65 (t, J=8.0 Hz, 2H), 3.11-3.05 (m, 2H), 2.76-2.70 (m, 2H), 1.57 (d, J=7.0 Hz, 6H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethyl)-1H-imidazole, and friends who are interested can also refer to it.
Reference:
Patent; Eli Lilly and Company; LIU, Lian Zhu; ZHANG, Haizhen; WANG, Xiaoqing; LIU, Gang; (14 pag.)US2019/71413; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem