HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazole → (R)-1-((5-(3-methoxyphenyl)-1,2,4-oxadiazol-3-yl)methyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazole | HCID 11715562 | — |
| Reactant | (R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate | HCID 46840261 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-1-((5-(3-methoxyphenyl)-1,2,4-oxadiazol-3-yl)methyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride | HCID 86660296 | 99% |
Reaction Steps
3-(Chloromethyl)-5-(3-methoxyphenyl)-1,2,4-oxadiazole (33.4 mg, 0.15 mmol) was added to a solution of (R)—((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate (50.0 mg, 0.15 mmol) in acetonitrile (2 ml). The reaction was stirred at room temperature overnight. The solvent was evaporated, and the resulting solid was triturated with Et2O (2 ml) to obtain (R)-1-((5-(3-methoxyphenyl)-1,2,4-oxadiazol-3-yl)methyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride (82.3 mg, 99% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563577B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-3aa2ceff19984d8ba5890d258ac1c072 |
| Source note | uspto-grants-2013_10 |