HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → Lacosamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Propionic anhydride | HCID 31263 | — |
| Reactant | N-DescarboxyMethyl-N-carboxyethyl LacosaMide (IMpurity) | HCID 67362298 | — |
| Product | Lacosamide | HCID 219078 | — |
Reaction Steps
The present inventors also observed that commercially available acetic anhydride contained some percentage of propanoic anhydride. As a result, during the last acetylation step (figure I), (2R)-2-propanoylamino-N-benzyl-3-methoxypropionamide of Formula III (hereinafter referred as “Impurity-B”) is obtained as an impurity along with lacosamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853453B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-547efe3e769043cf99775ee30feb0730 |
| Source note | uspto-grants-2014_10 |