Ethanol → 4-[5-(Diethoxymethyl)-1-methyl-1H-pyrazol-3-yl]aniline

Participants

Reaction Conditions

Reaction Steps

4,4-Diethoxy-1-(4-nitrophenyl)but-2-yn-1-one (Intermediate 9, 5.77 g, 22.4 mmol), methylhydrazine (1.2 ml, 22.4 mmol), and ethanol (100 ml) were combined and warmed at 70° C. for 45 min. THF (50 ml) and palladium on carbon (10%, 100 mg) were added. The suspension was stirred under 1 atmosphere of hydrogen gas for 16 hrs. The mixture was filtered and evaporated to give the title compound as a light yellow solid (5.54 g).

Provenance & Evidence