反应详情

温度

110 °C

200 mg (0.57 mmol) of the compound from example 33A were initially charged in dimethylformamide (5.3 ml) under argon, then 0.43 ml (0.85 mmol) of hexabutylditin and 160 mg (0.92 mmol) of 6-chloro-3-nitropyridin-2-amine were added, and the reaction mixture was purged with argon for 10 min. Subsequently, 231 mg (0.28 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)-dichloromethane complex (1:1) were added and the reaction mixture was stirred at 110° C. overnight. The mixture was then cooled to RT, saturated aqueous sodium hydrogencarbonate solution was added and the mixture was extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered and concentrated. The residue was extracted by stirring in dichloromethane/methanol (1:1), and the solids were filtered off and dried under high vacuum. This gave 95 mg (54% purity, 15% of theory) of the title compound. The filtrate was chromatographed on silica gel (eluent: 20:1 cyclohexane/ethyl acetate) and the product fractions were concentrated. The residue was suspended in methanol, the solids were filtered off and drying under high vacuum afforded a further 30 mg (15% of theory) of the title compound in solid form. The fractions were combined and converted without further purification (purity approx. 60%).

1. customthe reaction mixture was purged with argon for 10 min
2. additionSubsequently, 231 mg (0.28 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)-dichloromethane complex (1:1) were added
3. temperatureThe mixture was then cooled to RT
4. extractionthe mixture was extracted three times with ethyl acetate
5. dry with materialThe combined organic phases were dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. extractionThe residue was extracted
9. stirringby stirring in dichloromethane/methanol (1:1)
10. filtrationthe solids were filtered off
11. customdried under high vacuum
12. customThe filtrate was chromatographed on silica gel (eluent: 20:1 cyclohexane/ethyl acetate)
13. concentrationthe product fractions were concentrated
14. filtrationthe solids were filtered off
15. customdrying under high vacuum