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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079195Generated: November 2, 2026

Trimethylsilyl cyanide → HCID 67097250, compound

https://huagongshe.com/reaction/2079195

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantYtterbium triflateHCID 2733225—
Reactant4-(5-Methyl-1,2,4-oxadiazol-3-yl)anilineHCID 18188176—
ReactantHCID 59516960HCID 59516960—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67097250HCID 67097250—

Reaction Steps

After adding 185 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 239 mg of 6-fluoro-9-methoxy-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-carbaldehyde, 250 mg of MS3A and 0.28 ml of trimethylsilyl cyanide to a solution of 65 mg of Yb(OTf)3 in 4 ml of THF under a nitrogen atmosphere, 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 (6-fluoro-9-methoxy-3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-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-b9b1970724154296a6cfa53defe5dea4
Source noteuspto-grants-2011_04