反应详情

A solution of 3-(2-amino-4-chloro-6-fluoro-3-methoxyphenyl)-1-methyl-6-trifluoromethyl-2,4(1H, 3H)pyrimidinedione (0.94 g, 2.56 mmol) in acetonitrile (3 ml) was slowly added to an acetonitrile (9 ml) solution of ethyl acrylate (6 ml), tert-butyl nitrite (0.41 g, 3.97 mmol), and copper (II) chloride (0.42 g, 3.12 mmol) at −20° C. After stirred for 16 hr (−20° C. to room temperature), the mixture was poured into cold 5% hydrochloric acid (30 ml) and extracted with ethyl acetate (20 ml ×3), the organic phase was washed with cold 5% NaHCO3 and brine, dried over Na2SO4. Column chromatography was used for purification (silica gel, hexane/ether=9/1) which also isolated two isomers. Yield: isomer-1 (eluted earlier), 0.23 g, 0.47 mmol; isomer-2 (eluted later), 0.14 g, 0.29 mmol.

1. extractionextracted with ethyl acetate (20 ml ×3)
2. washthe organic phase was washed with cold 5% NaHCO3 and brine
3. dry with materialdried over Na2SO4
4. customColumn chromatography was used for purification (silica gel, hexane/ether=9/1) which
5. customalso isolated two isomers
6. washYield: isomer-1 (eluted earlier), 0.23 g, 0.47 mmol
7. washisomer-2 (eluted later), 0.14 g, 0.29 mmol