Methyl iodide → 3-(5-chloro-3,4-dihydro-7-fluoro-2H-1-benzopyran-8-yl)-1-methyl-6-trifluoromethyluracil

Participants

Reaction Steps

By a method analogous to that of Example 1, Step G, 2.9 grams (0.008 mole) of 3-(5-chloro-3,4-dihydro-7-fluoro-2H-1-benzopyran-8-yl)-6-trifluoromethyluracil was reacted with 2.2 grams (0.016 mole) of potassium carbonate and 1.7 grams (0.012 mole) of methyl iodide in 50 mL of N,N-dimethylformamide. The crude reaction product was subjected to column chromatography on silica gel, with 1:9 to 1:4 ethyl acetate:hexane as eluants. The product-containing fractions were combined and concentrated under reduced pressure, yielding 2.8 grams of 3-(5-chloro-3,4-dihydro-7-fluoro-2H-1-benzopyran-8-yl)-1-methyl-6-trifluoromethyluracil, mp 141°-145° C. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence