反应详情

A nitrogen purged mixture of N-(trans-4-methylcyclohexyl)-6-bromo picolinamide (446 mg, 1.5 mmol), sodium phenoxide (209 mg, 1.8 mmol), and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalldium(II) (1:1 complex with dichloromethane; 83 mg, 0.1 mmol) in toluene - tetrahydrofuran (9:1, 5 mL) was treated with bis(dibenzylideneacetone)palladium(II) (86 mg, 0.15 mmol) and the mixture heated at reflux overnight. After this time the reaction mixture was diluted with ethyl acetate (25 mL) and filtered. The organic solution was washed with water (2×20 mL), brine, dried over anhydrous MgSO4, filtered and concentrated. Chromatography of the crude product on silica (2 mm, chromatotron) with ethyl acetate—hexane (1:3, containing 1% diethylamine) afforded 97 mg (21%) of 410:

1. customA nitrogen purged
2. temperaturethe mixture heated
3. temperatureat reflux overnight
4. filtrationfiltered
5. washThe organic solution was washed with water (2×20 mL), brine
6. dry with materialdried over anhydrous MgSO4
7. filtrationfiltered
8. concentrationconcentrated