反应详情

A solution of Compound 1A (1 g, 3.38 mmol) in 17 mL of toluene was added to a flask containing 2-trifluoromethoxy-5-formyl-phenyl boronic acid (0.95 g, 4.05 mmol), prepared by the procedure described in WO 03/075924, and tetrakis(triphenylphosphine)palladium(0) (195 mg, 0.17 mmol) in 4 mL of toluene. Next, 3.4 mL of a 2M solution of potassium carbonate was added and the reaction heated to reflux for four hours, after which the reaction was cooled and partitioned between ethyl acetate (100 mL) and water (50 mL). The aqueous layer was further extracted with ethyl acetate (2×100 mL) and the combined organic layers were dried with sodium sulfate, filtered, stripped and purified via flash chromatography (15% EtOAc/hexanes) to afford 890 mg of product Compound 2A (65%). MS (electrospray): mass calculated for C22H22F3NO3, 405.16; m/z found 406.2, [M+H]+.

1. customprepared by the procedure
2. temperaturethe reaction heated
3. temperatureto reflux for four hours
4. temperatureafter which the reaction was cooled
5. custompartitioned between ethyl acetate (100 mL) and water (50 mL)
6. extractionThe aqueous layer was further extracted with ethyl acetate (2×100 mL)
7. dry with materialthe combined organic layers were dried with sodium sulfate
8. filtrationfiltered
9. custompurified via flash chromatography (15% EtOAc/hexanes)