反应详情

A mixture of the crude (7R,8aS)-7-hydroxy-1,2,3,4,6,7,8,8a-octahydro-pyrrolo[1,2-a]-pyrazine, 9.96 g (52.5 mmol) of 2-chloro-5-fluoropyrimidine (Dunaiskis, A. et al., Org. Prep. Proc. Int., 1995, 27, 600-602), 13.4 g (126 mmol) of sodium carbonate and 450 mL of water was heated at 95° C. for 72 hours. The mixture was cooled, extracted with chloroform (2×), and the combined organic phase was dried (magnesium sulfate), filtered and evaporated. Purification by flash silica gel chromatography with 95:5 ethyl acetate:methanol gave 8.54 g (85%) of the title compound. 13C NMR (base, CDCl3): δ 39.1, 43.7, 48.7, 51.0, 60.2, 62.9, 69.4, 144.95, 145.24, 149.9, 153.2,158.9. m/z (MH+) 239.

1. temperatureThe mixture was cooled
2. extractionextracted with chloroform (2×)
3. dry with materialthe combined organic phase was dried (magnesium sulfate)
4. filtrationfiltered
5. customevaporated
6. customPurification by flash silica gel chromatography with 95:5 ethyl acetate