4-Benzoylbenzoic acid → HCID 25164320, compound

Participants

Reaction Steps

DIPEA (77 mg, 0.103 mL, 0.60 mmol) was added to a stirred solution of 2-Amino-1-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone TFA salt (102 mg, 0.29 mmol) in DMF (1 mL). HOBT (32 mg, 0.238 mmol) and EDCI.HCl (46 mg, 0.238 mmol) were at room temperature. After 2 minutes, 4-benzoyl-benzoic acid (45 mg, 0.20 mmol) was added. The resulting mixture was stirred at room temperature for four hours. 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 54 mg (51.86% yield) of 4-benzoyl-N-{2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-benzamide. LCMS Purity %: 91.57, HPLC Purity %: 95.52, 1H NMR (DMSO-d6): δ 8.8 (bt, 1H), 8.1-8.0 (d, 2H), 7.9-7.7 (m, 7H), 7.6 (t, 3H), 4.3-4.1 (m, 2H), 3.8-3.5 (m, 4H), 3.5-3.4 (m, 2H), 3.2-3.1 (m, 2H).

Provenance & Evidence