HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
ethyl 2-(1H-1,3-benzodiazol-2-yl)acetate → 4-Amino-5-(1H-benzimidazol-2-yl)thieno[2,3-b]pyridin-6(7H)-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | ethyl 2-(1H-1,3-benzodiazol-2-yl)acetate | HCID 308071 | — |
| Edukt | 2-Aminothiophene-3-carbonitrile | HCID 736607 | — |
| Edukt | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Amino-5-(1H-benzimidazol-2-yl)thieno[2,3-b]pyridin-6(7H)-one | HCID 135839372 | — |
Reaktionsschritte
LiHMDS (4.3 eq) was added to ethyl 1H-benzimidazol-2-ylacetate (1.1 eq) and 2-aminothiophene-3-carbonitrile (1.0 eq) in THF at 0° C. After 1 hour, the resulting mixture was warmed to room temperature and then stirred overnight. The mixture was quenched with an aqueous saturated NH4Cl solution and extracted with EtOAc. The organic layer was washed with H2O and brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield a brown solid. LC/MS m/z 283.1 (MH+), Rt 1.88 minutes.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06756383B2 |
| Quelldatensatz | uspto-grants-2004_06 |
| ORD ID | ord-783148e0d98243fbb8fbb1c354743431 |
| Quellennotiz | uspto-grants-2004_06 |