3-Iodotoluene → HCID 86616591, compound

Participants

Reaction Steps

Under an atmosphere of argon, bis(triphenylphosphine)palladium(II) chloride ([13965-03-2], 326 mg) and copper(I) iodide (44 mg) were added to a solution of 3-iodotoluene ([625-95-6], 506 mg, 2 mmol) and pent-4-ynoic acid (3-cyano-pyridin-2-yl)-amide (508 mg, 3 mmol) in diethylamine (15 ml). The mixture was kept at r.t. (3d). The volatiles were evaporated, and the residue was taken up in ethyl acetate. After washing (H2O) and drying (Na2SO4), the solvent was evaporated and 5-m-tolyl-pent-4-ynoic acid (3-cyano-pyridin-2-yl)-amide was isolated from the reaction mixture by column chromatography (silica gel, ethyl acetate/heptane). MS: m/e=290.1 [M+H+].

Provenance & Evidence