Application of 60186-15-4, 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. 60186-15-4, name is 2,4-Difluoro-5-nitropyridine, molecular formula is C5H2F2N2O2, 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.
To a solution of 2,4-difluoro-5-nitropyridine (335 mg, 2.093 mmol) in THF (10 mL) at – 40C, was added via cannula 2-methylmorpholine (80 mg, 0.791 mmol) dissolved in THF (1 mL) followed by Et3N (0.583 mL, 4.19 mmol). The cloudy yellow mixture was stirred at -40 C for 1 h and was allowed to warm to 0C. After stirring an additional 2 h, TLC (50% ethyl acetate in hexanes) showed a more polar spot with a small amount of starting material remaining. The mixture was concentrated. The product was purified by column chromatography on silica gel (20%? 50% ethyl acetate in hexanes; 25 g column) to afford 4-(2-fluoro-5-nitropyridin-4-yl)-2-methylmorpholine (264 mg, 1.094 mmol, 52% yield) as a yellow oil: NMR (400MHz, CDCh) delta 8.63 (s, 1H), 6.42 (s, 1H), 4.04 – 3.95 (m, 1H), 3.89 – 3.76 (m, 2H), 3.26 – 3.17 (m, 3H), 2.87 (dd, J=12.8, 10.0 Hz, 1H), 1.24 (d, J=6.3 Hz, 3H); 19 F NMR (376MHz, CDCh) delta -61.49 (s, IF); LC/MS (ESI) m/e 242.1 [(M+H)+, calcd for C10H13FN3O3 242.1].
According to the analysis of related databases, 60186-15-4, the application of this compound in the production field has become more and more popular.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HARTZ, Richard A.; AHUJA, Vijay T.; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (104 pag.)WO2018/98411; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem