2,4-Dimethylbenzoic acid → Biphenyl-4-carboxylicacid {2-[4-(2,4-dimethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide

Participants

Reaction Steps

DIPEA (77.35 mg, 0.60 mmol) was added to a stirred solution of biphenyl-4-carboxylicacid (2-oxo-2-piperazin-1-yl-ethyl)-amide TFA salt (70 mg, 0.16 mmol) in DMF (2 mL). HOBT (19.8 mg, 0.14 mmol) and EDCI.HCl (63.74 mg, 0.33 mmol) were then added. After 2 minutes 2,4-dimethylbenzoic acid (20 mg, 0.13 mmol) was added and the resulting mixture was stirred overnight. The reaction mixture was diluted with cold water and the product was precipitated and filtered to afford 50 mg (82.4% yield) of biphenyl-4-carboxylicacid {2-[4-(2,4-dimethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LC-MS purity: 95.3%, 1H NMR: (CDCl3) δ 7.9 (d, 2H), 7.6 (dd, 4H), 7.5 (t, 2H), 7.35 (t, 1H), 7.3 (s, 1H), 7.0 (s, 3H), 4.4-4.2 (d, 2H), 3.9-

Provenance & Evidence