Benzenamine, 4-(4-morpholinyl)- → 3-[4-(2-bromo-benzoyl)-piperazin-1-yl]-N-(4-morpholin-4-yl-phenyl)-3-oxo-propionamide

Participants

Reaction Conditions

Reaction Steps

HOBt (31 mg, 0.23 mmol) and DMAP (42 mg, 0.34 mmol) were added to a stirred solution of 3-[4-(2-bromo-benzoyl)-piperazin-1-yl]-3-oxo-propionic acid (75 mg, 0.2 mmol) in DMF (1 mL). The reaction mixture was cooled to 0° C. and EDCI.HCl (48 mg, 0.25 mmol) followed by 4-morpholin-4-yl-phenylamine (41 mg, 0.23 mmol) were added. The reaction mixture was stirred at room temperature overnight then diluted with water. The resulting precipitate was filtered and washed with hexane to afford 45 mg (41%) of 3-[4-(2-bromo-benzoyl)-piperazin-1-yl]-N-(4-morpholin-4-yl-phenyl)-3-oxo-propionamide. LCMS: 516.12 (M+1)+, 97.57%, 1H NMR: (DMSO-d6): δ 7.7 (m, 1H), 7.5-7.32 (m, 5H), 6.9-6.8 (m, 2H), 3.8-3.7 (bs, 5H), 3.6-3.4 (m, 7H), 3.2-3.08 (m, 2), 3.04-2.98 (m, 3H).

Provenance & Evidence