4-Carboxyphenylboronic Acid → HCID 58043290, compound

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Reaction Steps

The title compound was prepared in analogy to example 166, from (E)-5-{3-(4-bromo-phenyl)-3-(2-chloro-4-fluoro-phenyl)-1-(hydroxyimino)-propyl}-1-methyl-1H-pyridin-2-one (example 410) and 4-carboxyphenylboronic acid (CAS RN 14047-29-1). The compound was purified by silica gel chromatography using a MPLC system eluting with a gradient of dichlormethane:methanol (100:0 to 90:10). The resulting yellow solid was purified by preparative HPLC (phenomenex gemini column) with a gradient of acetonitrile:water (10:90 to 95:5) followed by another preparative HPLC purification (Reprosil Chiral-NR column) using 80% n-heptane:20% EtOH (containing 0.5% formic acid) as eluant to give the desired compound as a colourless solid, MS (ESI+): m/z=505.1 ([M+H]+).

Provenance & Evidence