反应详情

A mixture of intermediate (54) (0.058 mol) in dioxane (400 ml) was stirred. A mixture of intermediate (3) (0.029 mol) and CaO (2.4 g) was added. The reaction mixture was stirred at 140° C. for 16 hours. The solvent was evaporated. DCM and water was added to the residue. The separated organic layer was dried, filtered and the solvent was evaporated. The residue was purified by high-performance liquid chromatography over silica gel (eluent:CH2Cl2/(CH3OH/NH3) 90/10). The product fractions were collected and the solvent was evaporated. The residue was dissolved in ethanol and converted into the ethanedioic acid salt (1:1). The formed precipitate was filtered off and dried, yielding 1.5 g of (S)-1-[3-[[(2,3-dihydro[1,4]dioxino[2,3-b]pyridin-3-yl)methyl]amino]propyl]dihydro-2,4(1H,3H)-pyrimidinedione (compound 25), mp.186; [α]D20 =−37.46°, (c=26.56 mg/5 ml DMF).

1. additionwas added
2. stirringThe reaction mixture was stirred at 140° C. for 16 hours
3. customThe solvent was evaporated
4. additionDCM and water was added to the residue
5. customThe separated organic layer was dried
6. filtrationfiltered
7. customthe solvent was evaporated
8. customThe residue was purified by high-performance liquid chromatography over silica gel (eluent:CH2Cl2/(CH3OH/NH3) 90/10)
9. customThe product fractions were collected
10. customthe solvent was evaporated
11. dissolutionThe residue was dissolved in ethanol
12. filtrationThe formed precipitate was filtered off
13. customdried