4-Methylphenylhydrazine monohydrochloride → 5-(1-methoxy-cyclopropyl)-2-p-tolyl-2H-pyrazol-3-ylamine

Participants

Reaction Steps

Heat a mixture of 3-(1-methoxy-cyclopropyl)-3-oxo-propionitrile (Preparation 2, 3.55 g, 25.5 mmol) and p-tolylhydrazine hydrochloride (12.15 g, 76.5 mmol) in ethanol (50 mL) at 90° C. in a sealed tube for 18 hours. After removal of the solvent, subject residue to silica gel chromatography eluting with 0-5% methanol in dichloromethane to give the title compound as a yellow solid (3.29 g, 53% yield, ES+(m/z) 244.2 [M+H]).

Provenance & Evidence