In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 89717-64-6 as follows. Recommanded Product: 4-Bromo-3-nitro-1H-pyrazole
To a solution of 2-hydroxy-5-(thfluoromethoxy)phenylboronic acid (Preparation 23, 20.5 g, 92.4 mmol) and 4-bromo-3-nitro-1 -(tetrahydro-2H-pyran-2-yl)-1 H-pyrazole or 4- bromo-5-nitro-1 -(tetrahydro-2H-pyran-2-yl)-1 H-pyrazole (Preparation 22, 22.7 g, 82.2 mmol) in 1 ,2-dimethoxyethane (300 ml_) and 2 M potassium carbonate in water (1 17 ml_, 212 mmol) was added tetrakis(triphenylphosphine)palladium(0) (5.0 g, 4.3 mmol). The solution was sparged with argon (x 3) and heated at 80 C for 8 hours. The reaction mixture was cooled to ambient temperature and the layers separated. The aqueous phase was washed with ethyl acetate (x 2). The combined organic phase was dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (0 to 30% ethyl acetate in hexanes gradient elution) and concentrated in vacuo. Excess hexanes was added to the residue and the resulting solid was collected by filtration and dried in vacuo to afford the title compound as off white crystals (19.5 g).1H NMR (300 MHz, d6-DMSO): delta 1 .46-1 .78 (m, 3H), 1 .87-2.20 (m, 3H), 3.69 (m, 1 H), 3.97 (d, 1 H), 5.56 (d, 1 H), 6.93 (d, 1 H), 7.22 (d, 1 H), 7.31 (s, 1 H), 8.33 (s, 1 H), 10.19 (br s, 1 H).LCMS Rt = 1 .77 min MS m/z 372 [M-H]-
According to the analysis of related databases, 89717-64-6, the application of this compound in the production field has become more and more popular.