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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 875189Generated: October 27, 2026

Potassium Iodide → 2-{6-[({[(4-methyl-1,3-oxazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/875189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantCesium carbonateHCID 10796—
Reactant2-(6-Bromomethyl-pyridin-2-YL)-isoindole-1,3-dioneHCID 11232351—
ReactantN-hydroxy-1-(4-methyl-1,3-oxazol-5-yl)-1-phenylmethanimineHCID 86650729—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product2-{6-[({[(4-methyl-1,3-oxazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dioneHCID 8665073092.5%

Reaction Steps

To a solution of N-hydroxy-1-(4-methyl-1,3-oxazol-5-yl)-1-phenylmethanimine (0.15 g, 0.74 mmol) dissolved in acetonitrile (3 mL) were added 2-[6-(bromomethyl)pyridin-2-yl]-1H-isoindole-1,3(2H)-dione (259 mg, 0.82 mmol), cesium carbonate (507 mg, 1.56 mmol) and potassium iodide (12.3 mg, 0.074 mmol). After stirring for 8 hours at room temperature water was added and the mixture was extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered and concentrated in vacuo to afford 2-{6-[({[(4-methyl-1,3-oxazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione (0.3 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08981111B2
Source datasetuspto-grants-2015_03
ORD IDord-b728ee1cf7e445f8b6b47430dfa0b631
Source noteuspto-grants-2015_03