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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698707Generated: October 31, 2026

Trimethylsilyl cyanide → HCID 67096599, compound

https://huagongshe.com/reaction/1698707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl cyanideHCID 82115—
ReactantYtterbium triflateHCID 2733225—
Reactant4-(5-Methyl-1,2,4-oxadiazol-3-yl)anilineHCID 18188176—
ReactantHCID 59516813HCID 59516813—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67096599HCID 67096599—

Reaction Steps

After adding 287 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine [CAS No. 10185-68-9], 321 mg of 4-fluoro-7-methoxy-2,3-dihydrobenzofuran-5-carbaldehyde, 300 mg of MS3A and 0.44 ml of trimethylsilyl cyanide to a solution of 102 mg of Yb(OTf)3 in 5 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 (4-fluoro-7-methoxy-2,3-dihydrobenzofuran-5-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-8d2bd09bdca540a2a89fa57b5b8a4d79
Source noteuspto-grants-2012_04