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 149739-65-1 as follows. Application In Synthesis of 3-(3-Bromophenyl)-1H-pyrazole
Into 300 ml round-bottomed flask, 7.00 g (31.4 mmol) compound 3, 3.30 g (34.5 mmol) sodium tert-butoxide , and 100 ml DMF were placed. Thereto, 2.15 ml (34.5 mmol) of iodomethane was added dropwise and the mixture was stirred for 24 hours at room temperature. Elimination of the raw materials and generation of a new compound were confirmed by thin layer chromatography (TLC). The reaction solution was concentrated and separated three times with toluene/water to recover the organic phase. The organic phase was dried over magnesium sulfate, concentrated, and purified by silica gel column chromatography (developing solvent:toluene: heptane: ethyl acetate = 10:10:1). The target substance was concentrated to obtain 5.21 g (22.0 mmol) of compound 4 (yield: 70.0%). Nine protons were assigned by 1H- NMR (CDCl3:7.95 (s, 1H) , 7.71 ppm (d, 1H) , 7.42-7.39 ppm (m, 2H), 7.26 ppm (t, 1H) , 6.53 ppm (d, 1H) , 3.96 ppm (s, 3H) ) . When analyzed with a gas chromatograph-mass spectrometer (GS-MS), a peak was observed at m/z = 236. The product was confirmed to be the target substance.
According to the analysis of related databases, 149739-65-1, the application of this compound in the production field has become more and more popular.