HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloro-N-pyridin-2-yl-acetamide → (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-(pyridin-2-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloro-N-pyridin-2-yl-acetamide | HCID 289435 | — |
| Reactant | 1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester | HCID 59179619 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-(pyridin-2-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane chloride | HCID 53311101 | — |
Reaction Steps
A solution of 1-phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (Example 14e) (254 mg) in acetonitrile (5 mL) was treated with 2 -chloro-N-pyridin-2-yl-acetamide (Example 140 (146 mg) and the resulting yellow solution was stirred at room temperature overnight during which time a solid precipitated. The reaction mixture was treated with ˜2 mL of ether and the solid was filtered off, washed with ether and dried under vacuum to give the title compound as an off-white solid (217 mg). Crystallisation from refluxing acetonitrile (20 mL) gave 98 mg of the titled compound as a white crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329729B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-0f37eb95897e44b59ae38a2504e26887 |
| Source note | uspto-grants-2012_12 |