Analyzing the synthesis route of 3-Bromo-4-nitropyridine

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 89364-04-5, 3-Bromo-4-nitropyridine, 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, Recommanded Product: 3-Bromo-4-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 3-Bromo-4-nitropyridine

To a solution of 1,4-dioxane (60mL) and water (10mL) was added 3-bromo-4-nitropyridine (1.02g, 5.0mmol), (4-bromophenyl)boronic acid (1.10g, 5.5mmol), Pd(PPh3)4 (0.23g, 0.2mmol), and Na2CO3 (1.33g, 12.5mmol). Then the reaction was allowed to stir at reflux temperature (110C) for 18h. The reaction was cooled down, poured into water (40mL) and extracted with EtOAc (80mL×3). The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in reduced pressure. The residue was purified by silica gel column chromatography using an eluent (10:90 EtOAc/hexanes) to afford a yellow solid product 1 (1.0g, 72%). Rf=0.50 (1:2 EtOAc/hexanes), mp 135-137C. 1H NMR (CDCl3): delta 7.21 (d, J=8.0Hz, 2H, Ph-H), 7.61 (d, J=8.0Hz, 2H, Ph-H), 7.68 (d, J=5.2Hz, 1H, Py-H), 8.78 (s, 1H, Py-H), 8.84 (d, J=5.2Hz, 1H, Py-H). 1H NMR (DMSO-d6): delta 7.41 (dt, J=2.2, 9.0Hz, 2H, Ph-H), 7.71 (dt, J=2.2, 9.0Hz, 2H, Ph-H), 8.03 (d, J=5.5Hz, 1H, Py-H), 8.87 (s, 1H, Py-H), 8.93 (d, J=5.5Hz, 1H, Py-H). MS (ESI): 279 ([M+H]+, 100%).

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Mingzhang; Wang, Min; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 25; 15; (2015); p. 2953 – 2957;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem