反应详情

N-(3-Aminophenyl)butyramide (30 mg, 0.168 mmol), 3-chlorobenzoic acid (39.5 mg, 0.252 mmol), HOBt (28.4 mg, 0.185 mmol), and silica-supported DCC (from Silicycle Inc., 362 mg, 0.337 mmol) were added to a 13×100 mm test tube with stir bar. The tube was sealed with a rubber septum and dry DCM (3 mL) was added, then the reaction was stirred for 15 h. 50% CH3CN/DCM (4 mL) was then added, followed by silica-supported trimethylammonium carbonate (from Silicycle Inc., 534 mg, 0.337 mmol). The mixture was stirred for 1 h, then filtered through Celite and washed with 50% CH3CN/DCM (4 mL) and concentrated. The crude solid was redissolved with DCM and purified by column chromatography (EtOAc/hexanes gradient) to yield a white solid after precipitating from hexanes (39 mg, 73%). LRMS (ESI+) (M+H): 317.22.

1. additionwas added
2. stirringthe reaction was stirred for 15 h
3. stirringThe mixture was stirred for 1 h
4. filtrationfiltered through Celite
5. washwashed with 50% CH3CN/DCM (4 mL)
6. concentrationconcentrated
7. dissolutionThe crude solid was redissolved with DCM
8. custompurified by column chromatography (EtOAc/hexanes gradient)
9. customto yield a white solid
10. customafter precipitating from hexanes (39 mg, 73%)