HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl cyanide → HCID 67096599, 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 59516813 | HCID 59516813 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67096599 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816522B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-ab53ab80c6e8424392acf596eb010bab |
| Source note | uspto-grants-2010_10 |