反应详情

温度

140 °C

4-[(phenylmethyl)oxy]-1H-indole (500 mg, 2.24 mmoL), 4-bromo-2,6-difluorophenyl phenylmethyl ether (prepared as described in part a), 559 mg, 1.87 mmoL), K3PO4 (990 mg, 4.67 mmoL) and L-Proline (43 mg, 0.373 mmoL) were dissolved in DMF (5 mL) in a microwave vial and degassed by sonication under a flow of argon. To this was added CuI (71 mg, 0.373 mmoL) and the solution was heated to 140° C. in the microwave reactor. After 3 hours the mixture was partitioned between ethyl acetate (100 mL)/water (100 mL), the phases were separated and the aqueous phase re-extracted with ethyl acetate (100 mL). The combined organic phases were washed with sat. NH4Cl (2×100 mL), water (100 mL) and brine (2×100 mL) and finally dried over MgSO4. The crude product was purified by flash chromatography (Biotage SP4, 40+S Cartridge) eluting with a gradient of 0 to 20% Et2O in hexane to give the title compound (D21), (299 mg).

1. customdegassed by sonication under a flow of argon
2. additionTo this was added CuI (71 mg, 0.373 mmoL)
3. customAfter 3 hours the mixture was partitioned between ethyl acetate (100 mL)/water (100 mL)
4. customthe phases were separated
5. extractionthe aqueous phase re-extracted with ethyl acetate (100 mL)
6. washThe combined organic phases were washed with sat. NH4Cl (2×100 mL), water (100 mL) and brine (2×100 mL)
7. dry with materialfinally dried over MgSO4
8. customThe crude product was purified by flash chromatography (Biotage SP4, 40+S Cartridge)
9. washeluting with a gradient of 0 to 20% Et2O in hexane