Some common heterocyclic compound, 153687-35-5, name is 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbaldehyde, molecular formula is C12H12N2O2, 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. Safety of 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbaldehyde
General procedure: The aldehyde (4.62 mmol, 1 equivalent) and 2-methylpropane-2-sulfonamide (0.76 g, 5.55 mmol, 1.2 equivalents) were dissolved in anhydrous THF (10 mL) under an atmosphere of nitrogen with stirring. The concentration of the reaction with respect to the aldehyde was 0.46 M. Tris(2,2,2-trifluoroethyl) borate (1.095 mL, 5.09 mmol) was added dropwise to the stirred reaction mixture at room temperature and the reaction was stirred for approximatively 4 days or until UPLC analysis indicated the reaction was complete. The reaction mixture was diluted with EtOAc (50 mL), washed sequentially with a saturated aqueous solution of NaHCO3 (35 mL) and water (35 mL). The organic layer was then dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford the product tert-butyl sulfonyl imines. Some of the products were prone to hydrolysis and unstable to flash chromatography, so were used directly in the subsequent cyclisation step unless specified.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 153687-35-5, its application will become more common.