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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500512Generated: October 30, 2026

2-Fluoro-4-iodoaniline → HCID 24821963, compound

https://huagongshe.com/reaction/500512

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoro-4-iodoanilineHCID 185694—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2-Cyano-3,5-difluoropyridineHCID 2783253—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 24821963HCID 24821963—

Reaction Steps

To solution of 2-fluoro-4-iodoaniline (930.5 mg, 3.93 mmol) and 3,5-difluoropyridine-2-carbonitrile (500 mg, 3.57 mmol) in THF (8 mL) at −78° C., was added LiHMDS (6.1 ml, 7.50 mmol). The mixture was allowed to warm to room temperature and stirred for 12 h. The mixture as diluted with ethyl acetate and washed with H2O and brine. The organic layer was dried with solid Na2SO4 and was concentrated. The resulting residue was purified by flash chromatography in silica (25% ethyl acetate-hexane) to give pure product. LC/MS [7.72 min; 358 (M+1)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772233B2
Source datasetuspto-grants-2010_08
ORD IDord-145b2da586e84b2ea38704b5bd36f854
Source noteuspto-grants-2010_08