HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenyl-cycloheptanecarboxylic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester → (R)-1-[(6-Methyl-pyrimidin-4-ylcarbamoyl)-methyl]-3-(1-phenyl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane chloride
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-Chloro-N-(6-methyl-pyrimidin-4-yl)-acetamide | HCID 67311001 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-1-[(6-Methyl-pyrimidin-4-ylcarbamoyl)-methyl]-3-(1-phenyl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane chloride | HCID 86655308 | 81.2% |
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-(6-methyl-pyrimidin-4-yl)-acetamide (Example 59a) (0.36 mmol) in MeCN (2. mL) were stirred together at room temperature for 16 h. 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 (125 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329729B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-27f4bda8316b42fea2ff6847c6207e59 |
| Source note | uspto-grants-2012_12 |