Adding a certain compound to certain chemical reactions, such as: 1374655-69-2, 3-Bromo-4-ethyl-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, 1374655-69-2, blongs to pyridine-derivatives compound. Formula: C7H7BrFN
To a stirred solution of 9-chloro-8-fluoro-l-methyl-7-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)-4,5-dihydro-[l,2,4]triazolo[4,3-a]quinoline (151-3; 0.4 g, 0.0011 mol) and 3-bromo-4-ethyl-5-fluoropyridine (0.22 g, 0.0011 mol) in the mixture of 1,4-dioxan (15 ml) and water (5 ml) was added cesium carbonate (0.71 g, 0.0022 mol). Reaction mass was purged with argon for 20 min. Then Pd(dppf)2Cl2 (0.04 g, 0.000055mol) was added. The reaction mixture was heated 95 C and stirred at 95 C for 6 h. The reaction mixture was allowed to cool to room temperature, the reaction mixture was filtered through celite bed and filter bed was thoroughly washed with ethyl acetate. The filtrate was concentrated under vacuum. The residue was dissolved in dichloromethane, washed with water, brine solution, dried over sodium sulphate, concentrated to afford the crude compound, which was purified by silica gel (60-120) column chromatography and preparative HPLC (analytical conditions: column: XTERRA C18(250mm X 4.6mm X 5um), mobile phase (A): 0.01% ammonia in water, mobile phase (B): acetonitrile, flow rate: 1.0 mL/min, Time/%B: 0/20,8/50,25/50,26/20,30/20) to obtain title compound (76). 1H MR (400 MHz, DMSO-c ) 6: 8.61 (s, 1 H), 8.33 (s, 1 H), 7.62-7.60 (d, J=7.2 Hz, 1 H), 2.91 (bs, 4 H), 2.58 (s, 3 H) 2.57-2.54 (m, 2 H), 1.06-1.02 (t, J = 7.6 Hz, 3 H). MS (M+l): 361.1.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1374655-69-2, its application will become more common.
Reference:
Patent; MERCK SHARP & DOHME CORP.; ElexoPharm GmbH; HOYT, Scott, B.; PETRILLI, Whitney Lane; LONDON, Clare; XIONG, Yusheng; TAYLOR, Jerry Andrew; ALI, Amjad; LO, Michael; HENDERSON, Timothy, J.; HU, Qingzhong; HARTMANN, Rolf; YIN, Lina; HEIM, Ralf; BEY, Emmanuel; SAXENA, Rohit; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2012/148808; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem