Adding a certain compound to certain chemical reactions, such as: 25676-75-9, name is 4-Bromo-1-methylimidazole, 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 25676-75-9, HPLC of Formula: C4H5BrN2
To a solution of (4S)-6,8-dichloro-2-methyl-4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,2,3,4-tetrahydroisoquinoline (50 mg) obtained in Reference Example 3-2 in dioxane (1.0 mL) and water (0.25 mL), 4-bromo-1-methyl-1H-imidazole (14 mg), tri(2-furyl)phosphine (17 mg), cesium carbonate (78 mg), and tris(dibenzylideneacetone)dipalladium(0) (11 mg) were added in a nitrogen gas atmosphere, and the mixture was stirred at 90C for 1 day.The reaction solution was allowed to cool, and then, water was added thereto, followed by extraction with ethyl acetate.The organic layer was dried over anhydrous magnesium sulfate and filtered, and then, the filtrate was concentratedunder reduced pressure. The obtained residue was purified by preparative LC-MS (LC (Agilent 1260), ESIMS (6130Quadrupole, ESI), column (YMC-Actus Triart 5 mm C18 50 x 30 mm), mobile phase (0.1% formic acid in H2O:0.1%formic acid in CH3CN = 95:5 ? 50:50 ? 5:95), 50 mL/min.) to obtain the title compound (3.6 mg, yield: 6.7%) as acolorless oil substance. 1H NMR (300 MHz, CD3OD) delta ppm 2.60 (s, 3H), 2.80 (dd, J=11.8, 9.8Hz, 1H), 3.17-3.26 (m, 1H), 3.62-3.71 (m, 1H),3.76 (s, 3H), 4.01-4.12 (m, 1H), 4.37 (dd, J=9.8, 5.8Hz, 1H), 6.79-6.83 (m, 1H), 7.07 (d, J=7.6Hz, 1H), 7.31-7.38 (m,2H), 7.46 (s, 1H), 7.54-7.69 (m, 3H). MS (+): 372 [M+H]+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-methylimidazole, and friends who are interested can also refer to it.
Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; KURODA, Shoichi; KAWABE, Kenichi; USHIKI, Yasunobu; OHTA, Hiroshi; UNEUCHI, Fumito; SHIBATA, Tsuyoshi; TABUSE, Hideaki; MUNETOMO, Eiji; CHONAN, Sumi; (140 pag.)EP3173408; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem