1-Hydroxybenzotriazole → HCID 10120494, compound

Participants

Reaction Steps

4-{[4-(Ethoxycarbonyl)phenyl]amino}-4-oxo-2-phenylbutanoic acid (400 mg, 1.17 mmol) was dissolved in MeCN (10 mL), 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimidhydrochlorid (247 mg, 1.29 mmol), 1-hydroxy-1H-benzotriazol (158 mg, 1.17 mmol) followed by N-(4-aminophenyl)-N′-(2-methylphenyl)urea (282 mg, 5 1.17 mmol) was added at r.t and the reaction mixture was stirred for 24 h. Ethyl 4-[(4- {[4-({[(2-methylphenyl)amino]carbonyl} amino)phenyl]amino}-4-oxo-3-phenyl-butanoyl)amino]benzoate (194 mg, 0.34 mmol) was isolated by filtration as a colorless solid. M.p.>220° C.; TLC (DCM/MeOH 9/1) Rf 0.21; 1H NMR (400 MHz, D6-DMSO) δ 1.30 (t, J=7.1 Hz, 3H); 2.23 (s, 3H); 2.80 (mc, 1H); 3.25 (mc, 1H); 4.25–4.30 (m, 3H); 3.74 (s, 3H); 6.00 (bs, 1H); 6.65 (d, J=6.6 Hz, 2H); 6.90–6.96 (m, 2H); 7.10–7.19 (m, 4H); 7.34–7.38 (m, 2H); 7.43–7.51 (m, 2H); 7.69–7.71 (m, 1H); 7.79–7.90 (m, 2H); 8.70 (s, 1H); 8.97 (s, 1H).

Provenance & Evidence