HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl cyanide → HCID 67097404, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | Ytterbium triflate | HCID 2733225 | — |
| Reactant | 4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline | HCID 18188176 | — |
| Reactant | HCID 45121991 | HCID 45121991 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67097404 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816522B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-ebe826b8e4d44c069105e2fc4c72b7b5 |
| Source note | uspto-grants-2010_10 |