Neat HOBT (90 mg, 0.59 mmol) was added in one charge to a stirred solution of 5-(4-morpholinylcarbonyl)-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 57; 200 mg, 0.59 mmol), 3-pyridinamine (55.1 mg, 0.59 mmol) and EDC (112 mg, 0.59 mmol) in N,N-dimethylformamide (5 ml) under nitrogen at room temperature. The reaction mixture was stirred at room temperature for 4 h. The mixture was diluted with water (50 ml) and extracted with ethyl acetate (3×50 ml). The organic phase was washed with sodium hydroxide solution (1 mol/l, 25 ml), saturated brine (25 ml), dried over sodium sulfate, and evaporated in vacuo to give the crude product. The crude product was washed with ether (5 ml) and dried to yield the title compound as a white solid. 67 mg.
