1-Hydroxybenzotriazole → HCID 25165130, compound

Participants

Reaction Steps

DIPEA (82 mg, 0.109 mL, 0.64 mmol) was added to a stirred solution of 2-amino-1-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone TFA salt, (109 mg, 0.26 mmol) in DMF (1 mL). HOBT (34 mg, 0.26 mmol) and EDCI.HCl (49 mg, 0.26 mmol) were added at room temperature. After 2 minutes 5-phenyl furoic acid (40 mg, 0.21 mmol) was added. The resulting mixture was stirred at room temperature overnight. Water was then added, and the product was extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to afford 45 mg (40% yield) of 5-phenyl-furan-2-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-amide. LCMS Purity %: 84.97, HPLC Purity: 92.51%, 1H NMR (DMSO-d6): δ 8.6 (t, 1H), 8.0-7.9 (d, 2H) 7.9-7.6 (m, 3H), 7.6-7.5 (bt, 1H), 7.5 (t, 2H), 7.4-7.3 (m, 1H), 7.2 (m, 1H), 7.1 (d, 1H), 4.2-4.1 (m, 2H), 3.8-3.5 (m, 4H), 3.4 (m, 2H), 3.2-3.1 (m, 2H).

Provenance & Evidence