Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 2-(2-Oxopyrrolidin-1-yl)butanoic acid, (2S)- | HCID 11607993 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Levetiracetam | HCID 5284583 | 81.3% |
Reaction Steps
A suspension of (s)-alpha-ethyl-2-oxo-1-pyrrolidineacetic acid (45 g, 0.26 mol) in methylene chloride (225 ml) was cooled to 0° C. and triethylamine (53 g, 0.53 mol) and methanesulfonyl chloride (39 g, 0.34 mol) were added dropwise. The mixture was stirred at 0° C. for 30 min., then a stream of ammonia was purged in the solution for 2 hours. The insoluble solids were filtered and the filtrate was concentrated. The product was crystallized from methyl isobutyl ketone to give 36 g (80%) of (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07902380B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-1f4ce74fbdcf4aa2b12baf610ca2733a |
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| Source note | uspto-grants-2011_03 |
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