Reference of 5453-67-8, 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. 5453-67-8, name is Dimethyl pyridine-2,6-dicarboxylate, molecular formula is C9H9NO4, 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.
Dimethyl pyridine-2,6-dicarboxylate (885g, leq) is dissolved in EtOH (4425g, 5 Volume) at room temperature. The NaBH4 (341 g, 2eq) is added slowly to the reaction while keeping the internal temperature below 30C using an ice bath. The reaction is heated to 35C forapproximately 2hrs. After reaction completion, the mixture is cooled to room temperature and adjusted with 32% HC1 solution to pH value of approximately 2.5. The mixture is stirred for 9 using 30% NaOH solution while maintaining an internal temperature below 30C and stirred at room temperature for about 30 mm. The solids are removed by filtration. The filtrate is concentrated at 50C. The concentrated residual is suspended with isopropanol (4160g, 8 vol)/water (416g, 0.8 vol) and heated to 70C for about lhr. The solution is then cooled to room temperature and stirred for 2hr before cooling to 5-10C for 30mm. The un-dissolved solids are removed by filtration. The filtrate is concentrated at 50C. The concentrated residue is charged with dichiommethane (2700g, Svol) and heated to 40 C for 30mm. The suspension is cooled to 5- 10C and stirred for 30mins. The solid is collected by filtration and dried under vacuum at 40C to obtain pyridine-2,6-diyldimethanol; 540.77g, purity 100%, yield 85.86%
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Reference:
Patent; CORVUS PHARMACEUTICALS, INC.; BY, Kolbot; JONES, William, Benton; WOLFE, Bradley, Hamilton; (131 pag.)WO2018/183965; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem