HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Chloroacetyl)thiophene → 3-(((3,4-Difluorophenyl)(phenyl)methoxy)carbonyl)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Chloroacetyl)thiophene | HCID 2757925 | — |
| Reactant | (3,4-Difluorophenyl)(phenyl)methyl quinuclidine-3-carboxylate | HCID 70925855 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(((3,4-Difluorophenyl)(phenyl)methoxy)carbonyl)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride | HCID 86672946 | 21.4% |
Reaction Steps
To a solution of (3,4-difluorophenyl)(phenyl)methyl quinuclidine-3-carboxylate (65 mg, 0.18 mmol) in ethyl acetate (3 ml), 2-chloro-1-(thiophen-2-yl)ethanone (29.2 mg, 0.18 mmol) was added, and the mixture was stirred at room temperature overnight. The solvent was removed under vacuum, and the residue was taken up with diethyl ether and filtered to give 3-(((3,4-difluorophenyl)(phenyl)methoxy)carbonyl)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride (20 mg, mixture of diastereoisomers).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604015B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-f77115a89afd40a8afc2ba17a3e8edac |
| Source note | uspto-grants-2013_12 |