1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 1-pyridin-2-yl-1H-[1,2,3]triazole-4-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide

Participants

Reaction Steps

DIPEA (166 mg, 0.23 mL, 1.28 mmol) was added to a stirred solution of 1-Pyridin-2-yl-1H-[1,2,3]triazole-4-carboxylic acid (61 mg, 0.25 mmol)(prepared by the method as described above) in DMF (4 mL). HOBT (38 mg, 0.28 mmol) and EDCI (123 mg, 0.64 mmol) were then added at room temperature. After 2 minutes, 2-amino-1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone hydrochloride salt (104 mg, 0.28 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and filtered the solid precipitated out to afford 105 mg (80.7% yield) of 1-pyridin-2-yl-1H-[1,2,3]triazole-4-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 95.70%. 1H NMR (DMSO-d6): δ 9.2 (s, 1H), 8.7 (m, 2H), 8.22 (d, 2H), 8.0 (t, 1H), 7.66-7.5 (m, 3H), 4.3-4.16 (dd, 2H), 3.84 (bs, 1H), 3.66-3.4 (m, 5H), 3.26 (d, 2H).

Provenance & Evidence