HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester → (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-[(6-trifluoromethyl-pyridazin-3-ylcarbamoyl)-methyl]-1-azonia-bicyclo[2.2.2]octane bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester | HCID 59179619 | — |
| Reactant | 2-Bromo-N-(6-trifluoromethyl-pyridazin-3-yl)-acetamide | HCID 67027733 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-[(6-trifluoromethyl-pyridazin-3-ylcarbamoyl)-methyl]-1-azonia-bicyclo[2.2.2]octane bromide | HCID 53312358 | 93.8% |
Reaction Steps
1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Example 1e) (61.1 mg) and 2-bromo-N-(6-trifluoromethyl-pyridazin-3-yl)-acetamide (Example 3a) (53.0 mg) were dissolved in acetonitrile (2 mL) and left overnight. The solvent was evaporated and the product was purified by column chromatography on silica eluting with 10% methanol in dichloromethane to afford the titled compound (107 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329729B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-3db47c941e0d4921905528307f54cf6b |
| Source note | uspto-grants-2012_12 |