These common heterocyclic compound, 948570-75-0, name is 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole, its 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. name: 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole
General procedure: 4-nitro-1H-pyrazole (1 equiv), corresponding alcohols (1 equiv) and triphenylphosphine (1.5 equiv) were dissolved in THF, and di-tert-butyl azodicarboxylate (1.5 equiv) was added over approximately 10min. The resulting mixture was stirred at room temperature for 5h and concentrated to dryness. The residue was purified by column chromatography to give intermediates 27a-c. A solution of 4-nitro-1H-pyrazole (1 equiv), potassium carbonate (1 equiv) and the alkylating reagent (1.1 eq) in acetonitrile was heated at 40-80C for 8h. The mixture was diluted with ethyl acetate, and the organic layer was washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and purified by chromatography to give intermediates 27b-f. Intermediates 27a-f (1 equiv) were dissolved in ethanol, and Pd/C (0.1 equiv) was added. The flask was flushed with H2 and stirred for 3hat 40C. The reaction mixture was filtered through a Celite pad and the filtrate was concentrated to dryness, yielding intermediates 28a-f.
The synthetic route of 1-(2-Methoxyethyl)-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.