反应详情

温度

120 °C

A glass microwave reaction vessel was charged with tert-butyl (3R)-3-((6-(5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-2-pyrazinyl)oxy)-1-piperidinecarboxylate (0.100 g, 0.179 mmol), 5-methoxy-3-pyridineboronic acid pinacol ester (0.084 g, 0.358 mmol, Sigma-Aldrich), trans-dichlorobis(triphenyl-phosphine)palladium (II) (10.05 mg, 0.014 mmol) and Na2CO3 (0.095 g, 0.895 mmol) in dioxane (0.7 mL) and Water (0.175 mL). The reaction mixture was stirred and heated in an Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Uppsala, Sweden) at 120° C. for 20 min. The layers were separated and the organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The crude material was absorbed onto a plug of silica gel and purified by chromatography through a Redi-Sep pre-packed silica gel column (12 g), eluting with a gradient of 0% to 100% EtOAc in hexane, to provide tert-butyl (3R)-3-((6-(5-(5-methoxy-3-pyridinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)-2-pyrazinyl)oxy)-1-piperidinecarboxylate (0.062 g, 0.106 mmol, 59.0% yield) as a brown oil. MS (ESI, pos. ion) m/z: 587.2 (M+1).

1. customA glass microwave reaction vessel
2. customThe layers were separated
3. dry with materialthe organic layer was dried over anhydrous Na2SO4
4. filtrationfiltered
5. concentrationconcentrated
6. customThe crude material was absorbed onto a plug of silica gel
7. custompurified by chromatography through a Redi-Sep pre-packed silica gel column (12 g)
8. washeluting with a gradient of 0% to 100% EtOAc in hexane