HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Dimethylamino)propanoic acid → (3Ez,5s)-([1,1'-biphenyl]-4-ylcarbonyl)-5-{5-[2-(dimethylamino)ethyl]-1,2,4-oxadiazol-3-yl}-3-pyrrolidinone o-methyloxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Dimethylamino)propanoic acid | HCID 239828 | — |
| Reactant | (2S,4EZ)-1-([1,1'-biphenyl]-4-ylcarbonyl)-N'-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide | HCID 90995821 | — |
| Product | (3Ez,5s)-([1,1'-biphenyl]-4-ylcarbonyl)-5-{5-[2-(dimethylamino)ethyl]-1,2,4-oxadiazol-3-yl}-3-pyrrolidinone o-methyloxime | HCID 58714583 | 25% |
Reaction Steps
Following the general method as outlined in Example 15, starting from (2S,4EZ)-1-([1,1′-biphenyl]-4-ylcarbonyl)-N′-hydroxy-4-(methoxyimino)-2-pyrrolidinecarboximidamide (Intermediate 8) and N,N-dimethyl-β-alanine, the title compound was obtained in 25% yield (91.5% purity by HPLC).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115639B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-3a130d3ee6bb45fca3123b9d433b0169 |
| Source note | uspto-grants-2006_10 |