反应详情

温度

55 °C

To 3-butyl-8-chloro-7-(2-propen-1-yl)-3,7-dihydro-1H-purine-2,6-dione (1.5 g, 5.31 mmol) in dry DMF (25 ml) was added Cs2CO3 (1.905 g, 5.84 mmol), followed by ethyl 5-bromovalerate (1.46 g, 6.99 mmol). The mixture was heated at 55° C. for 18 h then allowed to cool. It was degassed by repeatedly evacuating and readmitting nitrogen, then morpholine (3.70 ml, 42.5 mmol) and tetrakis(triphenylphosphine)palladium(0) (1.0 g, 0.865 mmol) were added and the mixture stirred for 5 h. EtOAc (75 ml), 2M HCl (40 ml) and water (20 ml) were added and the organic phase was separated, washed with brine (3×25 ml), filtered to remove some insoluble yellow solid, dried (Na2SO4) and evaporated. The residue (2.5 g) was purified by aminopropyl SPE (20 g), loading in THF-MeOH (1:1), washing with MeOH and eluting the product with DCM-MeOH (1:1) containing 5% added AcOH to afford the title compound (1.53 g).

1. temperatureto cool
2. customIt was degassed
3. customby repeatedly evacuating
4. customthe organic phase was separated
5. washwashed with brine (3×25 ml)
6. filtrationfiltered
7. customto remove some insoluble yellow solid
8. dry with materialdried (Na2SO4)
9. customevaporated
10. customThe residue (2.5 g) was purified by aminopropyl SPE (20 g)
11. washwashing with MeOH
12. washeluting the product with DCM-MeOH (1:1)
13. additioncontaining 5%
14. additionadded AcOH