Extracurricular laboratory: Synthetic route of 2-Bromonicotinic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35905-85-2, 2-Bromonicotinic acid, and friends who are interested can also refer to it.

Application of 35905-85-2, 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. 35905-85-2, name is 2-Bromonicotinic acid. A new synthetic method of this compound is introduced below.

Step 2: Methyl 2-bromonicotinate (G2); A solution of of CH2N2 (4 eq.) in Et2O (1 M) was added dropwise to a solution of 2- bromonicotinic acid in THF (0.5 M) at RT. The reaction mixture was stirred at room temperature overnight, then quenched by dropwise addition of AcOH (4 eq.). The organic phase was washed with water and brine and dried (MgSO4). Evaporation of the solvent yielded (75%) the title compound which was used in the next step without further purification. 1H NMR (300MHz, CDCl3, 300K) delta 8.47 (IH, dd, J= 4.8 Hz, 2.1 Hz), 8.07 (IH, dd, J= 7.8 Hz, 2.1 Hz), 7.35 (IH, dd, J= 7.5 Hz, 4.5 Hz), 3.93 (3H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35905-85-2, 2-Bromonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/112832; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2-Bromonicotinic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35905-85-2, 2-Bromonicotinic acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 35905-85-2, 2-Bromonicotinic acid, 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, name: 2-Bromonicotinic acid, blongs to pyridine-derivatives compound. name: 2-Bromonicotinic acid

Preparation 5 3-Hydroxymethyl-3′,4′,5′,6′-tetrahydro-2’H-[2,4]-bipyridinyl-1′-carboxylic Acid t-Butyl Ester H2SO4 (0.6 mL) was added to a solution of 2-bromonicotinic acid (1.5 g, 7.43 mmol, 1.00 eq.) in MeOH (20 mL). The resulting solution was stirred for 5 hours while the temperature was maintained at reflux in an oil bath. The mixture was cooled to room temperature and concentrated under vacuum. The resulting solution was diluted with EtOAc (50 mL) and the pH of the solution was adjusted to 10 with Na2CO3 (20%). The resulting organic layer was washed with water (1*50 mL) and saturated aqueous NaCl (2*100 mL), dried over anhydrous Na2SO4, and concentrated under vacuum to yield 2-bromonicotinic acid methyl ester (1.1 g) as a yellow liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,35905-85-2, 2-Bromonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Stangeland, Eric L.; Patterson, Lori Jean; Zipfel, Sheila; US2011/230495; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem