p-Toluenesulfonic acid → HCID 68538382, compound

Participants

Reaction Steps

Heat a mixture of 3-Oxo-3-(1-trifluoromethyl-cyclopropyl)-propionitrile (2.66 g, 15.0 mmol), N-benzhydrylidene-N′-(6-methyl-pyridin-3-yl)-hydrazine (TL, 2002, 43, 2171-2173) (4.31 g, 15.0 mmol), and p-tolylsulfonic acid (14.29 g, 75.0 mmol) in ethanol (85 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 a brown solid (2.29 g, 54% yield). MS(ES+): m/z=283.2 [M+H].

Provenance & Evidence