Adding a certain compound to certain chemical reactions, such as: 41404-58-4, 2-Bromo-5-fluoropyridine, 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, 41404-58-4, blongs to pyridine-derivatives compound. category: pyridine-derivatives
(Related precendent, see Reider et al., Tett. Lett., 41, 2000, 4335-4338). Into a flask containing 2-Bromo-5-fluoro-pyridine (purchased from Aldrich, 2.5 g, 14.30 mmol, 1 eq) was dissolved toluene (143 mL, 0.1 M) and DMF (1.44 mL, 18.58 mmol, 1.3 eq, anhydrous) before being cooled to 78 C. under an inert atmosphere. nBuLi (17.1 mL, 17.14 mmol, 1 M hexanes) was added dropwise via an addition funnel over 15 min and allowed to stir for 90 min. To the mixture was added NaBH4 (1.08 g, 28.60 mmol, 2 eq) and the reaction allowed to warm up to room temp. The reaction was quenched with saturated NH4Cl and dissolved in EtOAc (300 mL). It was washed with water (2×100 mL) and brine (100 mL). The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. Flash column chromatography was used to purify the product using hexanes/Ethyl acetate (3/7) as eluent to furnish desired alcohol 148. 1H NMR (300 MHz) CDCl3 delta: partial 4.75 (s, 2H), 3.67 (bs, 1H). 19F NMR (300 MHz) CDCl3 delta: -129.80. MS: 127.96 (M+1).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,41404-58-4, its application will become more common.
Reference:
Patent; GILEAD SCIENCES, INC.; US2007/72831; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem