Pyridine → 4-{[3-(2-Chlorophenyl)pyrrolidin-1-yl]carbonyl}-5-[4-(trifluoromethyl)phenyl] isoxazole

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Reaction Conditions

Reaction Steps

5-[4-(Trifluoromethyl)phenyl]isoxazole-4-carboxylic acid (30 mg, 0.12 mmol) was dissolved in acetonitrile (1.5 mL) followed by the addition of o-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) (52 mg, 0.16 mmol), pyridine (60 μL, 0.72 mmol) and 3-(2-chlorophenyl)pyrrolidine oxalate (38 mg, 0.14 mmol), and stirred at 60° C. for 2 h. The residue was purified on reversed phase HPLC to yield the title compound (9 mg). HRMS (ESI, pos. ion) m/z calcd for C21H16ClF3N2O2: 420.0852, found 420.0854.

Provenance & Evidence