Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079191Generated: November 2, 2026

Trimethylsilyl cyanide → HCID 67097404, compound

https://huagongshe.com/reaction/2079191

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 numberUS07928228B2
Source datasetuspto-grants-2011_04
ORD IDord-0d5e36b8d71c49649d11ecc927e09129
Source noteuspto-grants-2011_04