反应详情

A mixture of estrone methyl ether (14.2 g) and 2-(2-aminoethyl)-pyridine (24 ml, 24.4 g) is stirred and cooled in an ice bath. To this mixture, formic acid (97-98%, 11.5 ml) is added in portions. The mixture is then heated in an oil bath (180°-190° C. bath temp.) for 24 hours. The mixture is poured onto ice, treated with NAOH, and extracted with methylene chloride (3×). The extracts are dried (Na2SO4), filtered, and concentrated to give a solid. The solid is crystallized from methylene chloride-hexane to give crystals. Recrystallization from methylene chloride-acetone gives the title compound, mp 252°-253° C. preceded by yellowing. (PLA2-, diabetes)

1. temperaturecooled in an ice bath
2. temperatureThe mixture is then heated in an oil bath (180°-190° C. bath temp.) for 24 hours
3. additionThe mixture is poured onto ice
4. additiontreated with NAOH
5. extractionextracted with methylene chloride (3×)
6. dry with materialThe extracts are dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated
9. customto give a solid
10. customThe solid is crystallized from methylene chloride-hexane
11. customto give crystals
12. customRecrystallization from methylene chloride-acetone