HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]-octane bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Bromo-1-(thiophen-3-yl)ethan-1-one | HCID 2776379 | — |
| Reactant | (R)-bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamate | HCID 66575633 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]-octane bromide | HCID 70675261 | 88.3% |
Reaction Steps
2-Bromo-1-(thiophen-3-yl)ethanone (27.5 mg, 0.13 mmol) was added to a solution of (R)-bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamate (50 mg, 0.13 mmol, prepared as in example 1) in ethyl acetate (2 ml). The reaction was stirred at room temperature overnight. Et2O (2 ml) was added, and the precipitate was collected by suction filtration and dried under vacuum at 40° C. over a week-end to obtain (R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(thiophen-3-yl)ethyl)-1-azoniabicyclo[2.2.2]-octane bromide (66.3 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604015B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-6e7d326994144160b278cbfa2f491d3f |
| Source note | uspto-grants-2013_12 |