Sulfuric Acid → HCID 87054984, compound

Participants

Reaction Steps

(R)-6-(2-(4-fluorophenyl)-3-(methylcarbamoyl)-6-(N-methylmethylsulfonamido)benzofuran-5-yl)-N-(1-(4-fluorophenyl)ethyl)-3-hydroxypicolinamide (80 mg, 0.13 mmol), 1,3,5-trioxane (114 mg, 1.26 mmol), H2SO4 (20 μl, 0.38 mmol) and sodium sulfate (159 mg, 1.26 mmol) in 1,2-dichloroethane (5 ml) were sealed in a tube. The mixture was microwaved at 80° C. for 1 h. 1N NaOH (10 ml) was added and the mixture extracted with ethyl acetate, dried over Na2SO4, filtered and concentrated in vacuo. Preparative TLC gave (R)-2-(4-fluorophenyl)-5-(3-(1-(4-fluorophenyl)ethyl)-4-oxo-3,4-dihydro-2H-pyrido[2,3-e][1,3]oxazin-6-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (17 mg, yield: 21%). MS (M+H)+: 647.

Provenance & Evidence