反应详情

温度

50 °C

A mixture of (4-isopropylsulfonylphenyl)boronic acid (892.7 mg, 3.914 mmol), tert-butyl (3R)-3-[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-bromo-pyrazin-2-yl]isoxazol-3-yl]phenyl]morpholine-4-carboxylate (2.5 g, 3.558 mmol), Na2CO3 (3.558 mL of 2 M, 7.116 mmol), water (17.60 mL) and MeCN (25.00 mL) were degassed by vacuum/nitrogen cycles (3×) then Pd[P(tBu)3]2 (90.92 mg, 0.1779 mmol) was added and vessel flushed with nitrogen via vacuum/nitrogen cycles (2×). Mixture then heated at 50° C. (drysyn block temp) for 3 h. The reaction was cooled to rt, and then diluted with EtOAc (10 mL) and water (10 mL) and the organic layer separated and then washed with water (2×10 mL) and brine (1×10 mL), dried MgSO4, filtered and concentrated in vacuo. The crude product purified by ISCO (120 g SiO2, 0 to 50% EtOAc/petroleum ether) to leave product as a white foam (2.52 g, 88% yield)

1. customwere degassed by vacuum/nitrogen cycles (3×)
2. customvessel flushed with nitrogen via vacuum/nitrogen cycles (2×)
3. temperatureThe reaction was cooled to rt
4. additiondiluted with EtOAc (10 mL) and water (10 mL)
5. customthe organic layer separated
6. washwashed with water (2×10 mL) and brine (1×10 mL), dried MgSO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe crude product purified by ISCO (120 g SiO2, 0 to 50% EtOAc/petroleum ether)