反应详情

Potassium carbonate (7.95 g) was added to a stirred solution of (2,6-dibromo-3-nitro-pyridin-4-yl)-carbamic acid ethyl ester (10.62 g) in acetone (100 ml). 5-(chloromethyl)-2-methylpyridine (4.89 g) was then added, followed by sodium iodide (5.18 g). The mixture was left to stir under nitrogen for 18 hours. The reaction mixture was filtered, concentrated in vacuo, and then partitioned between ethyl acetate (100 ml) and water (100 ml). The organics were dried (MgSO4) and evaporated to a dark purple gum, which was columned on Isco Companion on a silica column (330 g, Redisep), eluting with EtOAc:heptane, increasing the gradient linearly from 40:60 to 80:20 over 6 column volumes. This provided the title compound (8.5 g) as a green gum which solidified to a pale green solid on standing.

1. waitThe mixture was left
2. filtrationThe reaction mixture was filtered
3. concentrationconcentrated in vacuo
4. custompartitioned between ethyl acetate (100 ml) and water (100 ml)
5. dry with materialThe organics were dried (MgSO4)
6. customevaporated to a dark purple gum, which
7. washeluting with EtOAc
8. temperatureheptane, increasing the gradient linearly from 40:60 to 80:20 over 6 column volumes