1-(Methylsulphonyl)acetone → 6-Bromo-3-methanesulfonyl-2-methyl-4-(2,4,5-trifluoro-phenyl)-quinoline

Participants

Reaction Steps

(2-Amino-5-bromo-phenyl)-(2,4,5-trifluoro-phenyl)-methanone (compound of example A.4) (1.9 g, 5.7 mmol), methanesulfonylacetone (1.18 g, 8.6 mmol) and sodium tetrachloroaureate(III) dihydrate (0.12 g, 0.28 mmol) were heated at reflux in 2-propanol (50 ml) for 4 days. The resulting mixture was evaporated to dryness and the residue extracted with dichloromethane (2×), NaOH (2×) and NaCl (1×). The crude product was purified by chromatography on silica gel with a heptane/ethyl acetate gradient from 100:0 to 90:10. One obtained a light yellow solid (0.5 g, 20%). MS: m/z=430 (M).

Provenance & Evidence