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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698712Generated: November 1, 2026

Trimethylsilyl cyanide → HCID 67097404, compound

https://huagongshe.com/reaction/1698712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantYtterbium triflateHCID 2733225—
Reactant4-(5-Methyl-1,2,4-oxadiazol-3-yl)anilineHCID 18188176—
ReactantHCID 45121991HCID 45121991—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67097404HCID 67097404—

Reaction Steps

To a solution of 71 mg of Yb(OTf)3 in 4 ml of THF there were added 204 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 247 mg of 5-fluoro-8-methoxy-2,3-dihydrobenzo[1,4]dioxine-6-carbaldehyde, 250 mg of MS3A and 0.30 ml of trimethylsilyl cyanide under a nitrogen atmosphere, and the mixture was stirred overnight at room temperature. The reaction mixture was filtered through celite, and the celite was washed with ethyl acetate. The organic layer was concentrated under reduced pressure to give (5-fluoro-8-methoxy-2,3-dihydrobenzo[1,4]dioxin-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile (crude product).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163787B2
Source datasetuspto-grants-2012_04
ORD IDord-88b396f028104651a1d3048f94289118
Source noteuspto-grants-2012_04