As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 13534-99-1, name is 2-Amino-3-bromopyridine, molecular formula is C5H5BrN2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 13534-99-1
Step A: 3-Phenylpyridin-2-amineTo a deoxygenated solution of 3-bromopyridin-2-amine (5.00 g, 28.9 mmol), phenylboronic acid (4.23 g, 34.7 mmol) and sodium carbonate (9.2 g, 87 mmol) in 1,4-dioxane (60 mL) and water (30 mL) was added PdCl2(PPh3)2 (1.01 g, 1.44 mmol). The resulting mixture was heated at reflux for 4 h, then cooled, filtered, and concentrated. The residue was partitioned between brine (50 mL) and ethyl acetate (30 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate in petroleum ether: 20-50%) to give the title compound. XH NMR (400 MHz, CDC13) delta 8.09 (d, J= 3.5 Hz, 1H), 7.51-7.43 (m, 4H), 7.41-7.35 (m, 2H), 6.76 (dd, J= 7.0, 5.1 Hz, 1H), 4.61 (br s, 2H).
The chemical industry reduces the impact on the environment during synthesis 13534-99-1, I believe this compound will play a more active role in future production and life.
Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; MITCHELL, Helen; FRALEY, Mark, E.; COOKE, Andrew, J.; CHEN, Yi-Heng; STUMP, Craig, A.; ZHANG, Xu-Fang; MCCOMAS, Casey, C.; SCHIRRIPA, Kathy; MCWHERTER, Melody; MERCER, Swati, P.; BABAOGLU, Kerim; MENG, Dongfang; WU, Jane; LIU, Ping; WOOD, Harold, B.; BAO, Jianming; LI, Chun Sing; MAO, Qinghua; QI, Zhiqi; (263 pag.)WO2015/148344; (2015); A2;,
Pyridine – Wikipedia,
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