Reference of 2546-56-7 ,Some common heterocyclic compound, 2546-56-7, molecular formula is C5H3ClFN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
[00408] Intermediate 101 A. 2-Bromo-4-chloro-3-fluoropyridine: To a solution of 2,2,6, 6-tetramethylpiperidine (1.54 mL, 9.12 mmol) in THF (40 mL) was added 1.6 Mu kappa- BuLi in hexanes (5.23 mL, 8.36 mmol) dropwise at -78 C. The resulting solution was stirred for 0.5 h at 0 C. It was then cooled to -78 C and 4-chloro-3-fluoropyridine (0.769 mL, 7.60 mmol) in 5 mL THF was added dropwise over 30 min. The resulting solution was stirred at -78 C for 30 min. To the solution was added NBS (1.624 g, 9.12 mmol) in THF (25 mL) dropwise and the resulting solution was stirred for 1 h at -78 C, then at ambient temperature for 12 h. The reaction mixture was then diluted with EtOAc and water. The organic layer was washed with brine, concentrated and purified on silica gel chromatography to give the desired product (0.541 g, 34%) as orange oil (volatile). 1H NMR (400 MHz, CDC13) delta 8.13 (d, J = 5.0 Hz, 1H), 7.35 (t, J = 5.1 Hz, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2546-56-7, its application will become more common.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PINTO, Donald J.; CORTE, James R.; GILLIGAN, Paul J.; FANG, Tianan; SMITH II, Leon M.; WANG, Yufeng; YANG, Wu; EWING, William R.; WO2013/22818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem