Category: 109-04-6

109-04-6, A common compound: 109-04-6, name is 2-Bromopyridine,molecular formula is C5H4BrN, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: Method B: The preparation of 2-Bromopyridines with arylboronic acids was according to literature procedures.[1] To a 50-mL fire-dried flask was charged with 2-Bromopyridines (5 mmol, 1.0 eq), arylboronic acid (5.5 mmol, 1.5 eq), K2CO3 (1.38 g, 10.0 mmol, 2.0 eq), Pd(OAc)2 (56.0 mg, 0.25 mmol, 5.0 mol% ), PPh3 (131.0 mg, 0.5 mmol, 10.0 mol% ), CH3CN (10.0 mL) and methanol (5.0 mL). The mixture was degassed through a freeze-thaw-pump thread for three times. The reaction was stirred at 65 C for 24 hours. To the reaction mixture was added brine (15 mL) and ethyl acetate (15 mL). The phase was separated and the aqueous phase was extracted with ethyl acetate (4 ¡Á 15 mL). The combined organic phase was dried over Na2SO4 and concentrated under vacuum. The product was isolated by flash-column chromatography on silica gel (300-400 mesh).

With the rapid development of chemical substances, we look forward to future research findings about 109-04-6.

Reference:
Article; Zhong, Lei; Zong, Zhi-Hong; Wang, Xi-Cun; Tetrahedron; vol. 75; 17; (2019); p. 2547 – 2552;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 109-04-6, 2-Bromopyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 109-04-6, blongs to pyridine-derivatives compound. 109-04-6

Example 32; 2-tributylstannylpyridine (18); Butyllithium (2.5 M in hexane, 6.33 mmol) is added to a solution of 2-bromopyridine (1 g, 6.33 mmol) in THF (12 mL) freshly distilled and degassed at -78 C. The reddish solution is stirred for 30 minutes at -78 C. Tributyltin chloride (1.7 mL, 6.33 mmol) is then added and the solution is stirred for 1 hour -78 C. and for 1 hour at room temperature. The mixture is treated with a NH4Cl saturated solution and extracted with diethylic ether. The organic phase is washed with a NaCl saturated solution, dried over MgSO4 and concentrated under reduced pressure. The residue is submitted to aluminium column chromatography (hexane/AcOET: 20/1), thus providing a pure product with a yield of 94%.1H RMN (CDCl3) delta (ppm): 8.73 (ddd, J=4.9, 1.9, 1.0, 1H, H6), 7.48 (dt, J=7.4, 1.8, 1H, H5), 7.39 (dt, J=7.4, 1.6, 1H, H3), 7.10 (ddd, J=6.9, 4.9, 1.7, 1H, H4), 1.70-1.05 (m, 18H, CH2), 0.85 (t, 9H, J=7.3, CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109-04-6, its application will become more common.

Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.; US2010/4443; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, molecular weight is 157.996, as common compound, the synthetic route is as follows.109-04-6

General procedure: n-Butyllithium (1.67 M solution in hexane, 1.32 mL, 2.2 mmol) was added dropwise to a solution of 1-bromo-4-methylbenzene (342 mg 2.0 mmol) in THF (3 mL) at -78 C for 30 min. Then, 4-fluorobenzaldehyde (261 mg, 2.1 mmol) was added to the mixture at -78 C and the obtained mixture was stirred at room temperature for 1 h. Then, after removal of the solvent, I2 (812 mg,3.2 mmol), K2CO3 (829 mg, 6.0 mmol), and t-BuOH (3 mL) were added and the obtained mixture was stirred for 3 h at refluxing conditions. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3¡Á20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide 4-fluoro-4′-methylbenzophenone in 98% yield with high purity. If necessary, the product was purified by a short flash columnchromatography (silica gel; hexane/CHCl3=1:3) to give pure 4-fluoro-4′-methylbenzophenone as a colorless solid.

Statistics shows that 109-04-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromopyridine.

Reference:
Article; Ushijima, Sousuke; Dohi, Souya; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 5; (2012); p. 1436 – 1442;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem