Some tips on 2,6-Dibromo-3,5-dimethylpyridine

According to the analysis of related databases, 117846-58-9, the application of this compound in the production field has become more and more popular.

Application of 117846-58-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 117846-58-9, name is 2,6-Dibromo-3,5-dimethylpyridine, molecular formula is C7H7Br2N, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of 2 (3.15 g, 11.87 mmol) in anhydrous THF (50 mL) was added dropwise a 2.5 M solution of n-BuLi in hexane (5.12 mL, 12.80 mmol) at 195 K. The reaction was stirred for 30 min at thistemperature, a solution of (2,5-Dimethyl-3-thienyl)perfluorocyclopentene (3.97 g,13.06 mmol) in THF (5 mL) was added. The reaction solution was stirred for 1 hat this temperature. The reaction was allowed to warm to room temperature, andquenched with water (15 mL). The product was extracted with diethyl ether. Theorganic layers were combined, dried over anhydrous Na2SO4,filtered, and concentrated in vacuo. Column chromatography on Al2O3(hexane) afforded diarylethene 4 (1.62 g, 29%) as a colorless crystal, mp 96-97 C; 1H NMR(400 MHz, CDCl3): delta 7.29(s, 1H, pyridine-H), 6.64 (s, 1H, thiophene-H), 2.38 (s, 3H, -CH3), 2.37(s, 3H, -CH3), 1.93 (s, 3H, -CH3), 1.84 (s, 3H, -CH3);13C NMR (100 MHz,CDCl3) delta 145.20, 141.66, 141.00,140.54, 137.87, 135.98, 132.68, 124.51, 123.61, 21.72, 17.43, 15.04, 14.26; IR(KBr, nu, cm-1): 3128, 1637,1587, 1400, 1274, 1126, 1188, 1060, 1004, 894, 826, 734, 707; LRMS, ESI+m/z 470.1 (MH+, C18H14BrF6NS requires 469.0); Anal. Calcd for C18H14BrF6NS: Calcd C, 45.97; H, 3.00; N, 2.98. Found C, 45.91; H, 3.02; N, 2.96

According to the analysis of related databases, 117846-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zheng, Chunhong; Liu, Gang; Pu, Shouzhi; Tetrahedron Letters; vol. 54; 43; (2013); p. 5791 – 5794;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem