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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
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Chloro-N-pyridin-2-yl-acetamide | HCID 289435 | — |
| 反応物 | (R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate | HCID 46840261 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | (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% |
反応手順
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).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08492548B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-82dc2db5027a4a3cbc0aaea1a0156700 |
| 出典メモ | uspto-grants-2013_07 |