1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178489297, compound

Participants

Reaction Steps

DIPEA (166 mg, 0.22 mL, 1.28 mmol) was added to a stirred solution of 5-(2-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid (70 mg, 0.32 mmol) in DMF (2 mL). HOBT (55 mg, 0.4 mmol) and EDCI (77 mg, 0.4 mmol) were then added at room temperature. After 2 minutes, 2-amino-1-[4-(2-trifluoromethyl-5-fluoro-benzoyl)-piperazin-1-yl]-ethanone hydrochloride salt (119 mg, 0.32 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 70 mg (40.9% yield) of 5-(2-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 94.72%. 1H NMR (DMSO-d6): δ 13.45 (s, 1H), 8.0 (m, 1H), 7.88 (m, 1H), 7.7 (d, 1H), 7.46 (m, 2H), 7.4 (m, 1H), 7.1 (d, 1H), 7.0 (m, 2H), 4.32 (d, 2H), 3.86 (s, 3H), 3.64 (m, 1H), 3.5 (m, 3H), 3.4 (m, 1H), 3.1 (m, 3H).

Provenance & Evidence