Sodium Hydroxide → N-Ethyl-1,3,5-trimethyl-1H-pyrazol-4-amine

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Reaction Steps

Under an atmosphere of nitrogen, lithium aluminum hydride, LAH, (4.3 g, 113.6 mmol) was added portionwise to a vigorously stirred solution of 4-acetamido-1,3,5-trimethyl-1H-pyrazole (9.5 g, 56.8 mmol) of step A. After stirring at ambient temperature for 2 hours, the mixture was heated at reflux for 1 hour and the excess LAH was decomposed by the careful addition of 4.3 mL of H2O, 4.3 mL of 1N NaOH, 12.9 mL of H2O and 54 g Na2SO4. The solids were filtered and the filtrate concentrated in vacuo to give 7.26 g of title compound as a brown oil (91% crude yield).

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