The origin of a common compound about 3-Bromo-5-fluoropyridin-4-amine

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1214326-89-2, 3-Bromo-5-fluoropyridin-4-amine.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1214326-89-2, name is 3-Bromo-5-fluoropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H4BrFN2

To a solution of 3-bromo-5- fluoro-pyridin-4-amine (20.0 mmol, 3.82 g) in DMF (40 niL) was added NaH (40.0 mmol, 1.6 g).The mixture was stirred at room temperature for 30 min, then cooled to 0 C. A soluntion of 2-chloro-6-fluoro-benzoyl chloride (30.0 mmol, 5.79 g) in DCM (10 niL) was then added dropwise. The reaction mixture was stirred at room temperature for 16 hours. The reaction was then quenched with ice water, extracted with EtOAc. The combined organics were dried (Na2S04), filtered and concentrated.The resultant oil was dissolved in MeOH (40 mL) and THF (40 mL). 2N NaOH (30 mL) was added. The mixture was stirredat room temperature for 16 hours. The volatile solvents were then removed under reduced pressure. Water (100 mL) was added. The aqueous layer was saturated with NaCl, extracted with CHCL/zPrOH (3/1). The combined organics were dried (Na2S04), filtered and concentrated. The crude product was purified by silica gel chromatography (0-8% EtOAc/DCM) to give the title compound as an off- white solid (3.4 g, 49% yield). ¾ NMR (400 MHz, DMSO) delta 11.07 (s, IH), 8.74 (s, IH), 8.71 (s, IH), 7.59 (dd, J= 14.8, 7.8 Hz, IH), 7.47 (d, J= 8.1 Hz, IH), 7.40 (t, J= 8.6 Hz, IH). LCMS (ESI) m z 348.9 [M+H+].

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1214326-89-2, 3-Bromo-5-fluoropyridin-4-amine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem