反应详情

To a solution of 2,4-dichloro-5-nitropyrimidine (Aldrich; 5.1 g, 26.4 mmol) and K2CO3 (4.4 g, 31.6 mmol) in acetone (150 mL) was slowly added methyl2-ethyl-2-[(propan-2-ylamino)methyl]butanoate (Intermediate 200; 5.3 g, 26.4 mmol) in acetone (30 mL). The mixture was stirred at room temperature for 18 hours. The reaction was filtered and the solvent evaporated. The residue and iron (4.4 g, 79.2 mmol) were added to acetic acid (175 mL) and heated at 80° C. overnight. The resulting solution was filtered and the solvent evaporated and the residue quenched with 2.0 N NaOH(aq) (75 mL), to the resultant emulsion, was added 10% MeOH/DCM (100 ml) and the suspension filtered through a pad of celite. The obtained filtrate was extracted with 10% MeOH/DCM (3×150 mL, dried and the solvent removed. The resultant material was dissolved in DCM and filtered. Acetonitrile was added to the DCM and the DCM was slowly removed in vacuo to give a precipitate, which was filtered and dried to yield the title compound as a white solid. (3.1 g, 33%)

1. filtrationThe reaction was filtered
2. customthe solvent evaporated
3. temperatureheated at 80° C. overnight
4. filtrationThe resulting solution was filtered
5. customthe solvent evaporated
6. customthe residue quenched with 2.0 N NaOH(aq) (75 mL)
7. additionto the resultant emulsion, was added 10% MeOH/DCM (100 ml)
8. filtrationthe suspension filtered through a pad of celite
9. extractionThe obtained filtrate was extracted with 10% MeOH/DCM (3×150 mL
10. customdried
11. customthe solvent removed
12. dissolutionThe resultant material was dissolved in DCM
13. filtrationfiltered
14. additionAcetonitrile was added to the DCM
15. customthe DCM was slowly removed in vacuo
16. customto give a precipitate, which
17. filtrationwas filtered
18. customdried