反应详情

温度

60 °C

A mixture of 1-(3-bromophenyl)-N-(cyanomethyl)-2-piperidinecarboxamide (209 mg, 0.65 mmol), 4-[4-(tert-butoxycarbonyl)-1-piperazinyl]phenylboronic acid (219 mg, 0.71 mmol), and PdCl2(dppf) (41 mg, 0.05 mmol) in DMF (4 mL) was heated to 60° C. 2N Na2CO3 (0.65 mL, 1.3 mmol) was added dropwise, and the mixture was heated to 85° C. overnight. The mixture was cooled and partitioned between water and ethyl acetate. The organic layer was washed with 1 M NaOH and brine, then dried over MgSO4 and concentrated. Purification by flash chromatography (50% EtOAc/hexanes) gave tert-butyl 4-[3′-(2-{[(cyanomethyl)amino]carbonyl}-1-piperidinyl)[1,1′-biphenyl]-4-yl]-1-piperazinecarboxylate.

1. temperaturethe mixture was heated to 85° C. overnight
2. temperatureThe mixture was cooled
3. custompartitioned between water and ethyl acetate
4. washThe organic layer was washed with 1 M NaOH and brine
5. dry with materialdried over MgSO4
6. concentrationconcentrated
7. customPurification by flash chromatography (50% EtOAc/hexanes)