反应详情

温度

140 °C

To a solution of 230 (454 mg, 2.16 mmol) in NMP (4.5 mL) under argon atmosphere was added Zn(CN)2 (252 mg, 2.16 mmol), zinc powder (27 mg, 0.43 mmol), Pd2(dba)3 (0) (293 mg, 0.32 mmol), and dppf (358 mg, 0.65 mmol). The solution was heated at 140° C. for 18 h, the mixture was cooled and partitioned between EtOAc (100 mL) and H2O (30 mL). The organic layer was separated, washed with brine, dried (MgSO4), filtered and concentrated to dryness in vacuo. The residue was purified by SiO2 chromatography eluting with 10% EtOAc/petroleum ether to afford 200 mg (59%) of 3-methyl-1H-indole-4-carbonitrile (232) as white solid: MS (ESI) m/z=157.1 [M+1]+.

1. temperaturethe mixture was cooled
2. custompartitioned between EtOAc (100 mL) and H2O (30 mL)
3. customThe organic layer was separated
4. washwashed with brine
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated to dryness in vacuo
8. customThe residue was purified by SiO2 chromatography
9. washeluting with 10% EtOAc/petroleum ether