反应详情

1,1-Dimethylethyl 4,5,7,8-tetrahydropyrazolo[3,4-d]azepine-6(2H)-carboxylate (may be prepared as described in Description 9) (1.80 g, 7.58 mmol), 4-cyanophenyl boronic acid (2.23 g, 15.16 mmol; commercially available from e.g. Aldrich), copper(II) acetate (4.15 g, 22.76 mmol), pyridine (1.21 ml, 15.16 mmol) and powdered 4 Å molecular sieves (5.33 g) were stirred in dichloromethane (80 ml) at room temperature in air for 40 hours. The mixture was filtered through a pad of Kieselguhr and the filtrate evaporated. The residue was dissolved in ethyl acetate and the solution washed with 5% sodium bicarbonate solution (×3), dried over magnesium sulphate and evaporated. The residue was purified by flash chromatography eluting with 10-40% ethyl acetate in n-pentane to give the title compound (D10). MS (ES+) m/e 339 [M+H]+

1. filtrationThe mixture was filtered through a pad of Kieselguhr
2. customthe filtrate evaporated
3. dissolutionThe residue was dissolved in ethyl acetate
4. washthe solution washed with 5% sodium bicarbonate solution (×3)
5. dry with materialdried over magnesium sulphate
6. customevaporated
7. customThe residue was purified by flash chromatography
8. washeluting with 10-40% ethyl acetate in n-pentane