反应详情

A mixture of 3-methoxy-4-(N′-phenylureido)phenylacetic acid (180 mg, 0.6 mmol), 2-(2-(4-ethoxycarbonylphenyl)ethynyl)pyrrolidine (146 mg, 0.6 mmol), EDC (173 mg, 0.9 mmol), DMAP (73 mg, 0.6 mmol), and cat. HOBt in DMF (10 mL) was stirred overnight. The mixture was poured into 1 N HCl and the solid was collected with suction. The residue was dissolved in CHCl3 and dried over MgSO4. After removal of the solvent, the residue was chromatographed on silica-gel with CHCl3-MeOH (10:1, v/v) as eluent to give 192 mg (61%) ethyl 4-[2-[1-[3-methoxy-4-(N′-phenylureido)phenylacetyl]-2-pyrrolidinyl]ethynyl]benzoate as a light yellow amorphous solid. 1H-NMR (CDCl3) δ 1.38 (3 H, t, J=6.8 Hz), 1.98–2.24 (4 H, m), 3.48–3.89 (2 H, m), 3.53 (2 H, s), 3.62 (3 H, s), 4.33–4.40 (2 H, m), 4.78–5.04 (1 H, m), 6.77–8.00 (14 H, m).

1. customthe solid was collected with suction
2. dissolutionThe residue was dissolved in CHCl3
3. dry with materialdried over MgSO4
4. customAfter removal of the solvent
5. customthe residue was chromatographed on silica-gel with CHCl3-MeOH (10:1