反应详情

To a stirred solution of (3-fluoro-benzyl)-(2-fluoro-9H-purin-6-yl)-amine (0.6 g, 2.24 mmol) in dimethylformamide (10 ml) at room temperature under an argon atmosphere, was added powdered, anhydrous potassium carbonate (1.52 g, 5 eq, 11.2 mmol), followed by 2-bromopropane (2.3 ml, 10 eq, 22.4 mmol). The reaction mixture was stirred at room temperature for 24 h, when DCM:ether:MeOH (55:40:5), indicated that the reaction had gone to completion. The solvent was evaporated in vacuo and the residue partitioned between ethyl acetate (100 ml) and water (100 ml). The aqueous phase was extracted with more ethyl acetate (2×50 ml) and the combined organic phase washed with brine (50 ml), dried (MgSO4) and evaporated in vacuo. The residue was purified by flash silica gel column chromatography, eluted with chloroform to afford the title compound as a slightly yellow gum; Yield: 0.37 g (54%). δH (250 MHz, CDCl3) 1.55 (6 H, d, J 7.5, CH[CH3]2), 4.85-4.65 (3 H, m, NHCH2Ar and CHMe2), 5.96 (1 H, s, br, NH), 7.31-6.94 (4 H, m, ArH), 7.59 (1 H, s, br, ArH); δC (250 MHz, CDCl3) 164.93 (C), 161.01 (C), 156.04 (C), 139.77 (C), 137.76 (CH), 130.13 (CH), 129.92 (C), 123.19 (CH), 114.59 (CH), 114.26 (CH), 47.22 (CH), 43.93 (CH2), 22.56 (2×CH3); m/z 304.2 (M+H)

1. customThe solvent was evaporated in vacuo
2. customthe residue partitioned between ethyl acetate (100 ml) and water (100 ml)
3. extractionThe aqueous phase was extracted with more ethyl acetate (2×50 ml)
4. washthe combined organic phase washed with brine (50 ml)
5. dry with materialdried (MgSO4)
6. customevaporated in vacuo
7. customThe residue was purified by flash silica gel column chromatography
8. washeluted with chloroform