4-Fluorophenylboronic acid → HCID 67036322, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-{[(2-iodo-phenyl)-(1-oxo-but-2-ynyl)-amino]-methyl}-benzoic acid methyl ester (0.5 g, 1.15 mmol), 4-fluorophenylboronic acid (0.32 g, 2.3 mmol), tetrakis(triphenylphosphine) palladium (0.13 g, 0.115 mmol) and copper thiophene-2-carboxylic acid (0.46 g, 2.42 mmol) in THF was stirred for 5 hours at 60° C. After removal of solvent, the residue was purified by flash chromatography, eluting with ethyl acetate/hexane=1:5 to afford the product 3-{3-[1-(4-fluoro-phenyl)-ethylidene]-2-oxo-2,3-dihydro-indol-1-ylmethyl}-benzoic acid methyl ester (0.28 g, 60%) as a yellow solid. MS calcd. for C25H20FNO3 401.4, obsd. (ESI+) [(M+H)+] 402.2.

Provenance & Evidence