Category: 153687-35-5

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 153687-35-5, name is 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbaldehyde, A new synthetic method of this compound is introduced below., Safety of 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbaldehyde

1H-PYRAZOLE-4-CARBALDEHYDE (55). To a solution of 1- (4-METHOXY-BENZYL)-1H- pyrazole (0.21 mol) (Synth. Commun. 1990, 20/18 ; 2849) in dry DMF (235 ml) was added POCL3 (1.5 eq. ) dropwise at room temperature. The mixture was then heated at 95°C for 16 hrs. After cooling to room temperature, the reaction mixture was neutralized by adding ice and saturated sodium carbonate solution. EtOAc (800 ml) was added and the organic layer was separated and washed several times with water. After drying (Na2SO4), the solvent was removed and the crude product was purified over silica gel to give 16.4 g (35percent yield) desired aldehyde 1-(4-METHOXY-BENZYL)-LH- pyrazole-4-carbaldehyde. It was heated with 150 ml TFA for 2 hrs. TFA was evaporated and the basified crude product was purified on silica gel to give 5.3 g of 55.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; IMCLONE SYSTEMS INCORPORATED; WO2005/813; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 153687-35-5, name is 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows., name: 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbaldehyde

1H-PYRAZOLE-4-CARBALDEHYDE (55). To a solution of 1- (4-METHOXY-BENZYL)-1H- pyrazole (0.21 mol) (Synth. Commun. 1990, 20/18 ; 2849) in dry DMF (235 ml) was added POCL3 (1.5 eq. ) dropwise at room temperature. The mixture was then heated at 95C for 16 hrs. After cooling to room temperature, the reaction mixture was neutralized by adding ice and saturated sodium carbonate solution. EtOAc (800 ml) was added and the organic layer was separated and washed several times with water. After drying (Na2SO4), the solvent was removed and the crude product was purified over silica gel to give 16.4 g (35% yield) desired aldehyde 1-(4-METHOXY-BENZYL)-LH- pyrazole-4-carbaldehyde. It was heated with 150 ml TFA for 2 hrs. TFA was evaporated and the basified crude product was purified on silica gel to give 5.3 g of 55.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 153687-35-5.

Reference:
Patent; IMCLONE SYSTEMS INCORPORATED; WO2005/813; (2005); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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.