Sulfuric Acid → HCID 68448048, compound

Participants

Reaction Steps

A 3:1 mixture of 7-fluoro-6-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[1,2,3-de]quinoxaline-6-carboxylic acid and 2-[6-fluoro-3-(methyloxy)-5-quinoxalinyl]-2-oxiranecarboxylate (3.05 g) was partially dissolved in methanol (100 mL) and treated with concentrated sulphuric acid (1 mL), added dropwise at room temperature. The reaction mixture was stirred for 17 hours then quenched to pH 7 by addition of MP-carbonate resin. The mixture was filtered and evaporated. The residue was placed directly onto the top of a 100 g silica gel column and chromatographed, eluting with a 0-50% methanol in ethyl acetate gradient to afford the product (0.558 g, 17% (23% based on acid starting material).

Provenance & Evidence