HCID 89690638, compound → HCID 89690555, compound

Participants

Reaction Steps

To a solution of 5-nitro-4-(4-o-tolyl-piperazin-1-yl)-2-trifluoromethyl-benzoic acid methyl ester 9a (212.9 mg, 0.50 mmol, 100 mol %) in ethanol (5.0 ml) and tetrahydrofuran (2.0 ml) was added palladium on carbon (5 wt %) (107.0 mg, 0.05 mmol, 10 mol %) and the reaction was stirred at room temperature for 16 h and then filtered through a pad of Celite. The filtrate was then concentrated to a residue that was purified by column chromatography (dichloromethane to 10% methanol/dichloromethane) to afford 5-amino-4-(4-o-tolyl-piperazin-1-yl)-2-trifluoromethyl-benzoic acid methyl ester 9b (139.5 mg, 0.36 mmol) as an off-white solid. LCMS (ESI) 394 (M+H).

Provenance & Evidence