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.13466-38-1, name is 5-Bromopyridin-2-ol, molecular formula is C5H4BrNO, molecular weight is 173.9954, as common compound, the synthetic route is as follows.COA of Formula: C5H4BrNO
To a solution of N-(4-(4-hydroxy-2,6-dimethylphenyl)-thiazol-2-yl)isonicotinamide (5-3, 325 mg, 1.0 mmol) in DMF (15 mL) were added cesium carbonate (650 mg, 2.0 mmol, 2.0 equiv) and Cu (19.5 mg, 0.30 mmol, 0.30 equiv). The mixture was stirred at 80-90 C for 60 min 5-Bromo-2-hydroxypyridine (261 mg, 1.5 mmol) was added to the solutionand the reaction mixture was stirred at 100 C for additional 24 hr. The solution was quenched with water (40 mL) and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by column chromatography on (NH silica gel, hexane/ethyl acetate = 3/1-1/3) to give 5(0.75 g) in 18% yield: 1H NMR (500 MHz, CDCl3) delta 8.31 (d, J= 5.0 Hz, 2 H), 8.29 (d, J= 5.0 Hz, 2 H), 7.23 (d, J= 9.5 Hz, 1 H), 6.81 (s, 1H), 6.60 (d, J= 4.76 Hz, 1 H), 6.49 (s, 2 H), 5.42 (s, 1 H), 2.04 (s, 6 H), ESI-MS = m/z 417.2 (M – H)-.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,13466-38-1, 5-Bromopyridin-2-ol, and friends who are interested can also refer to it.
Reference:
Patent; TAIVEX THERAPEUTICS CORPORATION; HUANG, Yu-Ling; CHUANG, Shih-Hsien; LEE, Ying-Shuan Eda; HUANG, Jiann-Jyh; LAU, Johnson; WO2013/82324; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem