Category: 63996-36-1

Related Products of 63996-36-1, 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. 63996-36-1, name is 2-(4-Bromophenyl)pyridine. A new synthetic method of this compound is introduced below.

A solution of 2-bromopyridine (2.0 g) in anhydrous THF (50 ml) was cooled at -78 C in a nitrogen atmosphere, and a solution of tert-butyl lithium in pentane (1.64M, 15.0 ml) was added dropwise. The mixture was stirred for 10 minutes, and a 1M solution of zinc chloride in ether was dropwise added over 10 minutes. After the mixture was allowed to worm to room temperature over 2 hours, a solution of Pd(PPh3)4 (71 mg) and 1-bromo-4-iodobenzene (3.56 g) in anhydrous THF (20 ml) was added, and the mixture was stirred at room temperature for 3 days. To the reaction was added a 10% aqueous ammonia, and the mixture was extracted with ethyl acetate. The ethyl acetate solution was washed with saturated brine, and dried over magnesium sulfate, followed by evaporating the solvent. The residue was purified by silica gel chromatography (70 g, hexane-ethyl acetate = 4: 1) to give 2.37 g of 2-(4-bromophenyl]pyridine (79.9%). To the aliquot of 2-(4-bromophenyl]pyridine (702 mg) were added 3-thiopheneboronic acid (460 mg), Pd(PPh3)4 (104 mg), sodium carbonate (2M, 3.6 ml), and DME (6ml), and the mixture was heated at reflux for 2 hours. After cooling, water was added, and the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (40 g, hexane-ethyl acetate = 4: 1) to give crude materials, which were recrystallized from ethyl acetate giving 457 mg of the intended compound (64.3%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63996-36-1, 2-(4-Bromophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1426046; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 63996-36-1 , The common heterocyclic compound, 63996-36-1, name is 2-(4-Bromophenyl)pyridine, molecular formula is C11H8BrN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

967 mg (4.10 mmoL) of Compound J, 759 mg (4.14 mmoL) of phenoxazine, 28 mg (0.123 mmoL) of Pd(OAc)2, 99 mg (0.492 mmoL) of P(t-Bu)3, and 569 mg (5.92 mmoL) of NaOt-Bu are dissolved in 40 mL of toluene, and the mixture is heated to 110 C., and the temperature is maintained until the reaction is terminated. When the reaction is terminated, the resultant is subjected to a work-up procedure and column chromatography to obtain Compound K (yield: 80%).

The synthetic route of 63996-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Yang, Hae Yeon; Son, Jun Mo; Ju, Won Jae; (34 pag.)KR101594129; (2016); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem