Category: 120277-69-2

Application of 120277-69-2, 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. 120277-69-2, name is 3-Bromo-5-(chloromethyl)pyridine. A new synthetic method of this compound is introduced below.

To a suspension of sodium hydride (60% in mineral oil, 0.044 g, 1.09 mmol) in DMF (2 mL) was added pyrrolidin-2-one (0.081 g, 0.945 mmol) and the reaction mixture was stirred at room temperature for 20 min. Then, 3-bromo-5-chloromethyl-pyridine (0.15 g, 0.727 mmol) was added and the resulting suspension was heated at 60 C. over night. The mixture was quenched with water (2 mL) and extracted with EtOAc (2×10 mL). Combined organics were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (0.217 g, 87%) as a white solid. MS: 251.1, 257.1 (M+H+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,120277-69-2, 3-Bromo-5-(chloromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Aebi, Johannes; Amrein, Kurt; Hornsperger, Benoit; Knust, Henner; Kuhn, Bernd; Liu, Yongfu; Maerki, Hans P.; Mayweg, Alexander V.; Mohr, Peter; Tan, Xuefei; Zhou, Mingwei; US2013/72679; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 120277-69-2, Adding some certain compound to certain chemical reactions, such as: 120277-69-2, name is 3-Bromo-5-(chloromethyl)pyridine,molecular formula is C6H5BrClN, 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 120277-69-2.

[C] (5-Bromo-pyridin-3-yl)-methylamine 3-Bromo-5-chloromethyl-pyridine (10.3 g, 50 mmol) was dissolved in ammonia methanol solution (7 N, 250 ml) and heated at 60 C. overnight. After aq. NaOH (1N) solution was added to adjust the pH to >12, the mixture was extracted with EtOAc. The organic layer was washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo. The crude product was purified by recrystallization to give title compound as a solid (2.5 g, 27%). MS: 187.1 (M+H+).

According to the analysis of related databases, 120277-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; Aebi, Johannes; Amrein, Kurt; Chen, Wenming; Hornsperger, Benoit; Kuhn, Bernd; Liu, Yongfu; Maerki, Hans P.; Mayweg, Alexander V.; Mohr, Peter; Tan, Xuefei; Wang, Zhanguo; Zhou, Mingwei; US2013/143863; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem