反应详情

Crude N2-(2,2-dimethyl-1,3-dioxan-5-yl)-6-(methyloxy)-2,3-pyridinediamine prepared in Example 16A(c) (assumed 123.6 mmol) was dissolved in anhydrous DMF (500 ml) under argon and anhydrous potassium carbonate (37.56 g, 2.2 eq.) was added, followed by ethyl bromoacetate (12.31 ml, 0.9 eq.). The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure and the resulting reddish-brown slurry was partitioned between DCM (1.2 L) and water (300 ml). The organic phase was separated and washed with water (300 ml), dried over sodium sulphate, filtered and evaporated under reduced pressure to give a dark red oil, this was taken up in a minimum of DCM and purified by column chromatography on silica (eluted with 5%-60% ethyl acetate in petroleum ether)) (40-60°)). Appropriate fractions were combined and evaporated under reduced pressure to give the title compound as a dark orange oil (35.42 g, 84%).

1. customThe solvent was removed under reduced pressure
2. customthe resulting reddish-brown slurry was partitioned between DCM (1.2 L) and water (300 ml)
3. customThe organic phase was separated
4. washwashed with water (300 ml)
5. dry with materialdried over sodium sulphate
6. filtrationfiltered
7. customevaporated under reduced pressure
8. customto give a dark red oil
9. custompurified by column chromatography on silica (eluted with 5%-60% ethyl acetate in petroleum ether)) (40-60°))
10. customevaporated under reduced pressure