反应详情

A solution of 3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyloxy)-5-hydroxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide (202 mg, 0.5 mmol), 1-methylindole-5-boronic acid (131 mg, 0.75 mmol), copper (II) acetate (138 mg, 0.75 mmol), triethylamine (0.35 mL, 2.5 mmol) and freshly activated 4A molecular sieves (1 g) in DCM (10 mL) was stirred at ambient temperature and under ambient atmosphere for 2 days. The reaction mixture was filtered through Celite, washed with DCM (2×10 mL), the DCM removed in vacuo and the residual oil partitioned between ethyl acetate (25 mL) and water (25 mL). The ethyl acetate layer was separated, washed with aqueous sodium hydrogen carbonate solution, brine, dried (MgSO4) and evaporated to a residue which was chromatographed on silica, eluting with 40% ethyl acetate in iso-hexane, to give the desired compound (128 mg).

1. filtrationThe reaction mixture was filtered through Celite
2. washwashed with DCM (2×10 mL)
3. customthe DCM removed in vacuo
4. customthe residual oil partitioned between ethyl acetate (25 mL) and water (25 mL)
5. customThe ethyl acetate layer was separated
6. washwashed with aqueous sodium hydrogen carbonate solution, brine
7. dry with materialdried (MgSO4)
8. customevaporated to a residue which
9. customwas chromatographed on silica
10. washeluting with 40% ethyl acetate in iso-hexane