Application of 56946-65-7 ,Some common heterocyclic compound, 56946-65-7, molecular formula is C8H7Cl2N, 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.
A 250-mL round bottomed flask was charged with 2,4-dichloro-6,7-dihydro-5H- cyclopenta[Z?]pyridine (1.05 g, 5.58 mmol), 3-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)cyclopent-2-enone (1.27 g, 6.14 mmol), tetrakis(triphenylphosphine)palladium(0) (0.322 g, 0.28 mmol), and Cs2C03 (5.45 g, 16.7 mmol). Toluene (30 ml), EtOH (7.5 ml) and water (15 ml) were added. The resulting mixture was stirred under argon at 90 C for 18 h. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (150 mL), hexanes (50 mL) and water (25 mL). The aqueous layer was separated and extracted with ethyl acetate (2 x 100 mL). The combined organic extract was washed with saturated sodium chloride (2 x 20 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by chromatography on silica using hexane/ethyl acetate (10:0 to 0: 10) as eluent to afford the title compound (0.305 g, 23%) as a yellow solid. MW = 233.69. ]H NMR (CDC13, 500 MHz) delta 7.41 (s, 1H), 6.79 (t, 7 = 2.0 Hz, 1H), 3.13 (t, 7 = 7.5 Hz, 2H), 3.10-3.06 (m, 2H), 3.04 (t, 7 = 7.5 Hz, 2H), 2.62-2.58 (m, 2H), 2.20 (quin, 7 = 7.5 Hz, 2H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56946-65-7, its application will become more common.
Reference:
Patent; TETRA DISCOVERY PARTNERS, LLC.; GURNEY, Mark, E.; HAGEN, Timothy, J.; MO, Xuesheng; VELLEKOOP, A.; ROMERO, Donna, L.; CAMPBELL, Robert, F.; WALKER, Joel, R.; ZHU, Lei; WO2014/66659; (2014); A1;,
Pyridine – Wikipedia,
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