HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-chloro-N-(5-cyano-2-pyridinyl)acetamide → (R)-1-[(5-Cyano-pyridin-2-ylcarbamoyl)-methyl]-3-(1-phenyl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-chloro-N-(5-cyano-2-pyridinyl)acetamide | HCID 44574293 | — |
| Reactant | 1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester | HCID 59179619 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-1-[(5-Cyano-pyridin-2-ylcarbamoyl)-methyl]-3-(1-phenyl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane chloride | HCID 86655299 | 38.2% |
Reaction Steps
1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl) ester (Example 14e) (0.30 mmol) and 2-chloro-N-(5-cyano-pyridin-2-yl)-acetamide (Example 51a) (0.36 mmol) in MeCN (1.5 mL) were stirred together at room temperature overnight. The reaction mixture was concentrated in vacuo and the residue purified by silica gel chromatography eluting with 0-10% MeOH/dichloromethane to give the title compound as a white solid (60 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329729B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-6fc97a2179c74c5d96599691be70ac8b |
| Source note | uspto-grants-2012_12 |