HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-bromo-N-(isoxazol-3-yl)acetamide → (R)-3-[2-Hydroxy-2,2-bis-(3-methoxy-phenyl)-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-bromo-N-(isoxazol-3-yl)acetamide | HCID 13362919 | — |
| Reactant | Hydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester | HCID 86627867 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-3-[2-Hydroxy-2,2-bis-(3-methoxy-phenyl)-acetoxy]-1-(isoxazol-3-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane bromide | HCID 11628629 | — |
Reaction Steps
To a stirred solution of hydroxy-bis-(3-methoxy-phenyl)-acetic acid (R)-(1-aza-bicyclo[2.2.2]-oct-3-yl) ester (Intermediate K) (0.25 g, 0.63 mmol) in acetonitrile (10 ml) is added 2-bromo-N-isoxazol-3-yl-acetamide (0.15 g, 0.73 mmol) and the reaction mixture stirred at room temperature for 3 hours. The resulting precipitate is removed by filtration and the mother liquor is left at room temperature for 72 hours to crystallise. The crystals are filtered and dried in vacuo to yield the titled compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723356B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-3967cfcc46dc4ad3ba96f0c466c8bef7 |
| Source note | uspto-grants-2010_05 |