Ammonia → 2-{[3-(Aminomethyl)-4-phenyl-2-propylquinolin-6-yl]oxy}acetamide

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Reaction Steps

A mixture of 2-[(3-cyano-4-phenyl-2-propylquinolin-6-yl)oxy]acetamide (1.0 g, 2.9 mmol), Raney-cobalt (5 ml), 25% aqueous ammonia (5 ml), methanol (5 ml) and tetrahydrofuran (5 ml) was reacted under a hydrogen atmosphere at 0.5 MPa, 70° C. for 6 hrs. The reaction mixture was filtered, and water was added to the filtrate. The mixture was extracted with ethyl acetate and the extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give the title compound (0.62 g, yield 62%) as white crystals.

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