Potassium Hydroxide → N-(3,5-Bis-trifluoromethyl-benzyl)-6-ethynyl-N-methyl-4-o-tolyl-nicotinamide

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Reaction Steps

A mixture of 143 mg (0.261 mmol) N-(3,5-bis-trifluoromethyl-benzyl)-N-methyl-4-o-tolyl-6-trimethylsilanylethynyl-nicotinamide, 2.5 ml of a 1 M aqueous solution of potassium hydroxide and 2.5 ml methanol was stirred at room temperature for 1h. Acidifying to pH 5 with a saturated aqueous solution of ammonium chloride was followed by extraction with three portions of dichloromethane. The combined organic extracts were dried with sodium sulfate and concentrated. Column chromatography afforded 97 mg (78%) of the title compound as a light brown solid.

Provenance & Evidence