HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Chloro-N-pyridin-2-yl-acetamide → (R)-1-(2-oxo-2-(pyridin-2-ylamino)ethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Chloro-N-pyridin-2-yl-acetamide | HCID 289435 | — |
| Edukt | (R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate | HCID 46840261 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (R)-1-(2-oxo-2-(pyridin-2-ylamino)ethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride | HCID 86660307 | 38,2% |
Reaktionsschritte
2-Chloro-N-(pyridin-2-yl)acetamide (30.4 mg, 0.18 mmol) was added to a solution of (R)—((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate (diastereomer 1 of I2) (60 mg, 0.18 mmol) in EtOAc (2 ml). The reaction mixture was stirred at room temperature overnight (UPLC-MS: complete conversion). The solvent was evaporated, and the crude rodcut was triturated with Et2O (2 ml). The product was further purified by preparative HPLC to obtain (R)-1-(2-oxo-2-(pyridin-2-ylamino)ethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride (34.5 mg, 38.2% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08492548B2 |
| Quelldatensatz | uspto-grants-2013_07 |
| ORD ID | ord-82dc2db5027a4a3cbc0aaea1a0156700 |
| Quellennotiz | uspto-grants-2013_07 |