With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.162102-79-6, name is Dimethyl 4-bromopyridine-2,6-dicarboxylate, molecular formula is C9H8BrNO4, molecular weight is 274.07, as common compound, the synthetic route is as follows.Recommanded Product: Dimethyl 4-bromopyridine-2,6-dicarboxylate
Under nitrogen protection, add 4-bromopyridine-2,6-dicarboxylic acid dimethyl ester Ia (1.0equiv) and IIa (2.0equiv) to a 50mL round bottom flask, and then add N, N-dimethylformamide to dissolve.Then, 10% catalytic amount of tetrabutylammonium bromide was added, and the reaction was performed under reflux for 12 hours, followed by post-treatment: 30 mL of water was added, extracted with ethyl acetate, dried over anhydrous sodium sulfate, and then subjected to column chromatography. To white solid IIIa, yield 87%.Then under the protection of nitrogen, add IIIa and 2.2equivs L-phenylglycinol to the sealed tube,Stir overnight at 100 C without solvent (the reaction is complete by TLC),Direct column chromatography gave white solid IVa in 99% yield.Then add IVa to the Schlenk bottle and then add anhydrous dichloromethane.Add 2.2 equivs diethylamine sulfur trifluoride reagent dropwise at -20 C, stir the reaction overnight, add 10% ammonia water to quench the reaction, add dichloromethane and water to extract 3 times, and dry with anhydrous sodium sulfate Column chromatography gave S1 as a white solid with a yield of 67%.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,162102-79-6, Dimethyl 4-bromopyridine-2,6-dicarboxylate, and friends who are interested can also refer to it.
Reference:
Patent; East China Normal University; Zhou Jian; Wang Cai; Liao Kui; Zhou Feng; (23 pag.)CN110305122; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem