HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroacetophenone → (3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroacetophenone | HCID 10757 | — |
| Reactant | (R)-quinuclidin-3-yl 2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetate | HCID 58556999 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride | HCID 86660329 | 74.1% |
Reaction Steps
2-Chloro-1-phenylethanone (42.6 mg, 0.27 mmol) was added to solution of (R)-quinuclidin-3-yl 2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetate (C35) (112 mg, 0.27 mmol) in acetonitrile (3 ml). The reaction was stirred at room temperature for 3 hours, and then the solvent was evaporated under vacuum. The residue was triturated with Et2O, filtered and dried to obtain (3R)-3-(2-(benzo[b]thiophen-3-yl)-2-(methyl(phenyl)amino)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (112.2 mg, 72.6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629160B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-6899f4f70800499cb156b2ae7603928c |
| Source note | uspto-grants-2014_01 |