The main application background and overview of 2-chloro-6-methoxy-3-bromopyridine
2-Chloro-6-methoxy-3-bromopyridine can be used as a pharmaceutical synthesis intermediate.
The main applications of 2-chloro-6-methoxy-3-bromopyridine are rubidium carbonate applications
2-Chloro-6-methoxy-3-bromopyridine can be used as a pharmaceutical synthesis intermediate, such as the preparation of 2-(6-(1-ethyl-4-fluoro-1H-indazol-6-yl) -2-Methoxypyridin-3-yl)-3-methylbutyraldehyde: In a 100mL vial maintained under an inert nitrogen atmosphere, add 2-chloro-6-methoxy-3-bromopyridine (2.00g , 8.900 mmol, 1.00 equiv), to a solution in 1,4-dioxane (20 mL) was added Pd(dppf)Cl2.CH2Cl2 (0.36 g, 0.450 mmol, 0.05 equiv), Zn(CH3)2 (17 mL, 17.000 mmol, 2.00 equivalent). The resulting solution was stirred at 90 °C for 16 h. The mixture was concentrated in vacuo. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (2:98) to give 2-(6-(1-ethyl-4-fluoro-1H-indazol-6-yl)tetraethyltetrakis) Ammonium fluoborate-2-methoxypyridin-3-yl)-3-methylbutyraldehyde is a yellow oil.
The following reaction can also occur: NIS (7.38g, 32.8mmol) was added to commercially available 2-chloro-6-methoxy-3-bromopyridine (27.3mmol) in MeOH ( 50ml) in a stirred solution. The reaction was stirred at 45 °C for 1 h. The amber solution was cooled to room temperature and concentrated in vacuo. The resulting yellow solid was diluted with 25 mL DCM, triturated for 30 min, then collected and filtered with minimal DCM to give 5-bromo-6-chloro-3-iodopyridine (7.60 g, 22.7 mmol, 83% yield) by LCMS and NMR analysis showed a white solid.
Main application preparation of 2-chloro-6-methoxy-3-bromopyridine
2-Chloro-6-methoxy-3-bromopyridine is prepared as follows:
The specific steps are as follows: Add NBS (7.38g, 32.8mmol) to a commercially available stirring solution of 5-methoxy-6-chloropyridine (27.3mmol) in acetonitrile (50ml) at 45°C. middle. The reaction was stirred at 150 °C for 1 h. The amber solution was cooled to room temperature and concentrated in vacuo. The resulting yellow solid was diluted with 25 mL DCM, triturated for 30 min, then collected and filtered with minimal DCM to give 52-chloro-6-methoxy-3-bromopyridine (22.7 mmol, 83% yield) analyzed by LCMS and NMR as White solid.
