反应详情

温度

100 °C

33 g of (4-chloro-6-methoxypyrimidin-2-yl)acetic acid ethyl ester (example 8b, step 2b) and 750 ml of acetonitrile are placed in a 1000 ml autoclave and then 71.2 g of potassium iodide and 55.85 ml of trimethylchlorosilane are added; an orangey-colored heterogeneous solution is obtained, which is stirred while heating under an argon pressure of 10 bar at 100° C. for 2 hours. The reaction medium is drawn off and then the insoluble material is filtered off and washed with 3 times approximately 100 ml of EtOAc, and the filtrate is concentrated until a pasty residue is obtained, which is taken up in 500 ml of water. After stirring and extraction with 3 times approximately 350 ml of ethyl acetate, the combined organic extracts are washed with 500 ml of saturated NaCl solution, dried over MgSO4, filtered through a VF filter, and concentrated under vacuum. The compound obtained is purified by chromatography on silica gel (40-63 μm), elution being carried out with a mixture of 2/8 v/v EtOAc/n-heptane. The fractions containing the expected compound are combined and evaporated. A solid is isolated, which is triturated from diisopropyl ether, filtered through sintered glass and dried. (4-Chloro-6-oxo-1,6-dihydropyrimidin-2-yl)acetic acid ethyl ester is isolated in the form of a beige solid: 25.2 g; yield 81%

1. customan orangey-colored heterogeneous solution is obtained
2. filtrationthe insoluble material is filtered off
3. washwashed with 3 times approximately 100 ml of EtOAc
4. concentrationthe filtrate is concentrated until a pasty residue
5. customis obtained
6. stirringAfter stirring
7. extractionextraction with 3 times approximately 350 ml of ethyl acetate
8. washthe combined organic extracts are washed with 500 ml of saturated NaCl solution
9. dry with materialdried over MgSO4
10. filtrationfiltered through a VF
11. filtrationfilter
12. concentrationconcentrated under vacuum
13. customThe compound obtained
14. customis purified by chromatography on silica gel (40-63 μm), elution
15. additionbeing carried out with a mixture of 2/8 v/v EtOAc/n-heptane
16. additionThe fractions containing the expected compound
17. customevaporated
18. customA solid is isolated
19. customwhich is triturated from diisopropyl ether
20. filtrationfiltered through sintered glass
21. customdried