反应详情

温度

110 °C

A mixture of 1-(5-bromo-2-chlorophenyl)-N-(cyanomethyl)piperidine-2-carboxamide (125 mg, 0.35 mmol), phenylboronic acid (64 mg, 0.53 mmol), PdCl2(dppf) (29 mg, 0.035 mmol) and 2 N Na2CO3 (0.5 mL, 1.1 mmol) in DMF (3.5 mL) was degassed and then heated to 110° C. for 4 h. The mixture was cooled and partitioned between water and ethyl acetate. The aqueous layer was extracted with ethyl acetate (3×) and the combined organic layers were dried over Na2SO4 and concentrated. Purification by flash chromatography (50% Et2O/hexanes) afforded 1-(4-chloro-1,1′-biphenyl-3-yl)-N-(cyanomethyl)piperidine-2-carboxamide.

1. customwas degassed
2. temperatureThe mixture was cooled
3. custompartitioned between water and ethyl acetate
4. extractionThe aqueous layer was extracted with ethyl acetate (3×)
5. dry with materialthe combined organic layers were dried over Na2SO4
6. concentrationconcentrated
7. customPurification by flash chromatography (50% Et2O/hexanes)