反应详情

Tetrakis(triphenylphosphine)palladium(0) (0.147 g) was added to a deoxygenated mixture of (R)-N-(2-chloro-4-iodophenyl)-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 197) (1.0 g), 2-fluorothiophenol (0.263 ml) and sodium methoxide (0.288 g) in ethanol (50 ml). The mixture was then further deoxygenated by evacuation and refilling with argon (3 cycles), and then heated under reflux with stirring under argon for 18 hours. The mixture was treated with a further portion of tetrakis(triphenylphosphine)palladium(0) (0.147 g), heated for a further 24 hours then cooled and filtered. Volatile material was removed by evaporation and the residue was purified by flash chromatography eluting with 20% ethyl acetate/hexane to give the title compound (0.906 g) as an oil. NMR (CDCl3): 1.75 (s, 3H), 3.58 (s, 1H), 7.1 (t, 2H), 7.2-7.35 (m, 3H), 7.37 (d, 1H), 8.3 (d, 1H , 8.82 (brs, 1H); MS (ESP−): 392.

1. customThe mixture was then further deoxygenated by evacuation and refilling with argon (3 cycles)
2. temperatureheated
3. temperatureunder reflux
4. additionThe mixture was treated with a further portion of tetrakis(triphenylphosphine)palladium(0) (0.147 g)
5. temperatureheated for a further 24 hours
6. temperaturethen cooled
7. filtrationfiltered
8. customVolatile material was removed by evaporation
9. customthe residue was purified by flash chromatography
10. washeluting with 20% ethyl acetate/hexane