1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 57855642, compound

Participants

Reaction Steps

DIPEA (362 mg, 0.48 mL, 2.8 mmol) was added to a stirred solution of [(Biphenyl-4-carbonyl)-amino]-acetic acid (262 mg, 1.03 mmol) in DMF (3 mL). HOBT (151.6 mg, 1.12 mmol) and EDCI (214 mg, 1.12 mmol) were then added at room temperature. After 2 minutes, 2-Amino-1-[4-(2-bromo-5-methoxy-benzoyl)-3-methyl-piperazin-1-yl]-ethanone trifluoroacetic acid salt (400 mg, 0.93 mmol) (prepared by the method described above) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and filtered the solid precipitated to 480 mg (93.3% yield) of biphenyl-4-carboxylic acid {2-[4-(2-bromo-5-methoxy-benzoyl)-3-methyl-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 98.8%. 1H NMR (DMSO-d6): δ 8.5 (m, 1H), 8.0 (d, 2H), 7.8-7.7 (m, 4H), 7.6-7.4 (m, 4H), 7.0 (m, 2H), 4.75 (s, 1H), 4.4 (m, 1H), 4.2 (m, 2H), 3.8 (d, 4H), 3.2 (m, 2H), 1.4-1.1 (m, 4H).

Provenance & Evidence