Triethylamine → N-pyridazin-3-yl-4-{3-[4-(2,2,2-trifluoroethoxy)phenoxy]benzylidene}piperidine-1-carboxamide

Participants

Reaction Steps

A mixture of 4-(3-(4-(2,2,2-trifluoroethoxy)phenoxy)benzylidene)piperidine (40 mg, 0.110 mmol; Example 99, Step 5), phenyl pyridazin-3-ylcarbamate (24 mg, 0.110 mmol), and triethyl amine (55 mg, 0.55 mmol) in DMSO (2.5 mL) was stirred at room temperature for overnight. The reaction was quenched with water, extracted with EtOAc, dried over sodium sulfate, concentrated, and purified by column chromatography (50% acetone/hexane) to yield the title compound. (45 mg, 80%). 1H NMR (500 MHz, CDCl3): δ ppm 8.76 (s, 1H), 7.52 (s, 1H), 7.02 (m, 2H), 6.95 (m, 2H), 6.83 (m, 2H), 6.78 (s, 1H), 6.37 (s, 1H), 4.37 (m, 2H), 3.72 (s, 2H), 3.63 (s, 2H), 2.63 (s, 2H), 2.58 (s, 2H), m/z (485.1 MH+); HPLC: 98.33%.

Provenance & Evidence