Synthetic Route of 19842-08-1, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 19842-08-1, name is 2-Bromo-5-ethylpyridine. A new synthetic method of this compound is introduced below.
Example 13A 5-Ethyl-2-(tributylstannyl)pyridine 2250 mg (12 mmol) of 2-bromo-5-ethylpyridine [prepared analogously to J. Org. Chem., 2003, 2028 and Chem. Commun., 2000, 951] and 4330 mg (13.3 mmol) of tributyltin chloride are dissolved in 20 ml of THF, and 8.3 ml (13.3 mmol) of 1.6 N n-butyllithium in hexane are added dropwise at 0 C. The mixture is stirred at 0 C. for 2.5 h and at RT for 12 h. The reaction mixture is diluted with dichloromethane and washed with ammonium chloride solution and saturated sodium chloride solution, and the organic phase is dried over sodium sulfate and concentrated on a rotary evaporator. The crude product is chromatographed on silica gel (dichloromethane, then ethyl acetate). This gives 155 mg (25% of theory) of the title compound. LC-MS (method 6): Rt=1.81 min; m/z=397 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): delta=8.55 (d, 1H), 7.46 (dd, 1H), 7.35 (d, 1H), 2.56 (q, 2H), 1.52 (t, 6H), 1.29 (m, 6H), 1.21-1.01 (m 6H), 0.87 (t, 9H), 0.83 (t, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,19842-08-1, 2-Bromo-5-ethylpyridine, and friends who are interested can also refer to it.
Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/166163; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem