Potassium Iodide → HCID 74965495, compound

Participants

Reaction Steps

To a solution of N-hydroxy-1-(1-methyl-1H-imidazol-5-yl)-1-phenylmethanimine (3.90 g, 19.4 mmol) and 2-[6-(bromomethyl)pyridin-2-yl]-1H-isoindole-1,3(2H)-dione (6.79 g, 21.4 mmol) in acetonitrile (50 mL) were added cesium carbonate (13.3 g, 40.7 mmol) and potassium iodide (322 mg, 1.93 mmol). After stirring at room temperature for 29 h, the reaction mixture was filtered, the insolubles washed with acetone and diisopropylether, and the filtrate concentrated in vacuo. Purification on silica gel afforded 2-{6-[({[(1-methyl-1H-imidazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione [1.88 g, yield 21%; HPLC/MS: m/z=438 (M+H); log P(HCOOH)=1.81].

Provenance & Evidence