反应详情

温度

90 °C

2-Chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(methylsulfonylmethyl)pyrimidine (1.50 g, 4.91 mmol) was dissolved in 18% DMF in 7:3:2 dimethoxyethane:water:ethanol (15 mL). (3-Aminophenyl)boronic acid (1.01 g, 7.36 mmol), 2M sodium carbonate (5 mL) and dichlorobis(triphenylphosphine) palladium (173 mg, 0.25 mmol) were added to the solution. The reaction was refluxed at 90° C. for 18 hours under a nitrogen atmosphere then the reaction allowed to cool and partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was dried over magnesium sulphate, filtered and vacuumed to dryness. The resultant brown oil was dissolved in DCM and filtered to remove insoluble material then the filtrate chromatographed on silica, eluting with 0-4% methanol in DCM, to give the desired product as a yellow oil (1.61 g).

1. temperatureto cool
2. custompartitioned between ethyl acetate (50 mL) and water (50 mL)
3. dry with materialThe organic layer was dried over magnesium sulphate
4. filtrationfiltered
5. dissolutionThe resultant brown oil was dissolved in DCM
6. filtrationfiltered
7. customto remove insoluble material
8. customthe filtrate chromatographed on silica
9. washeluting with 0-4% methanol in DCM