反应详情

6-chloro-9-isopropyl-9H-purin-2-amine (2.68 g, 12.7 mmol) was dissolved in THF (64 mL) at rt. Iodine (1.61 g, 6.25 mmol), CH2I2 (10.6 mL) and CuI (1.27 g, 6.66 mmol) were added. The mixture was stirred for 5 min at room temperature. Isopentyl nitrite (5.33 mL) was added. The reaction mixture was refluxed for 45 min, and was then cooled to room temperature. Saturated aqueous sodium bicarbonate solution was added, and the mixture was extracted with EtOAc three times. The combined organic phase was washed with brine, dried with MgSO4 and concentrated. The residue was purified by column chromatography on silica gel, eluting with 0 to 30% ethyl acetate in hexane to afford the title compound as a solid. 1H NMR (400 MHz, CDCl3) δ 8.09 (s, 1H), 4.95-4.88 (m, 1H), 1.65 (d, 6H). MS m/z 323.0 (M+1).

1. temperatureThe reaction mixture was refluxed for 45 min
2. temperaturewas then cooled to room temperature
3. extractionthe mixture was extracted with EtOAc three times
4. washThe combined organic phase was washed with brine
5. dry with materialdried with MgSO4
6. concentrationconcentrated
7. customThe residue was purified by column chromatography on silica gel
8. washeluting with 0 to 30% ethyl acetate in hexane