HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethylsilyl cyanide → (8-Methoxychroman-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethylsilyl cyanide | HCID 82115 | — |
| Edukt | Ytterbium triflate | HCID 2733225 | — |
| Edukt | 8-Methoxychromane-6-carbaldehyde | HCID 12831983 | — |
| Edukt | 4-(5-Methyl-1,2,4-oxadiazol-3-yl)aniline | HCID 18188176 | — |
| Edukt | 2-{3-[(4-carbamimidoylphenylamino)-(2-fluoro-4,5-dimethoxyphenyl)methyl]5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl}benzoic Acid Trifluoroacetate | HCID 136337083 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (8-Methoxychroman-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile | HCID 67097438 | — |
Reaktionsschritte
After adding 700 mg of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 770 mg of 8-methoxychromane-6-carbaldehyde [CAS No. 81258-23-3], 1g of MS3A and 1.1 ml of trimethylsilyl cyanide to a solution of 250 mg of Yb(OTf)3 in 5 ml of dichloromethane 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 100 ml of ethyl acetate. The organic layer was concentrated under reduced pressure to give a crude product of (8-methoxychroman-6-yl)-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07928228B2 |
| Quelldatensatz | uspto-grants-2011_04 |
| ORD ID | ord-010dfd1d80a64cc7bc8e13e0d15a4805 |
| Quellennotiz | uspto-grants-2011_04 |