HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,1,1-Trifluoro-2,4-pentanedione → HCID 178426050, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,1,1-Trifluoro-2,4-pentanedione | HCID 73943 | — |
| Edukt | 2-Nitroacetamide | HCID 279256 | — |
| Edukt | HCID 19065070 | HCID 19065070 | — |
| Lösungsmittel | Diethylamine | HCID 8021 | — |
| Produkt | HCID 178426050 | HCID 178426050 | — |
Reaktionsschritte
A method for preparing compounds which are derivatives of 3-amino-4-trifluoromethyl-2-pyridinone is illustrated in Scheme 3. In Step A, 1,1,1, trifluoro-2,4-pentanedione is condensed with nitroacetamide in ethanolic diethylamine to give 2-hydroxy-6-methyl-3-nitro-4-trifluoromethylpyridine. This is alkylated in Step B with an acetate equivalent such as t-butyl bromoacetate in THF using sodium hydride as a base and the nitro group is reduced in Step C by hydrogenation using a catalyst such as palladium on carbon. The t-butyl group is removed in Step D by a strong acid such as HCl and the resulting carboxylic acid is coupled to ethyl-2-aminomethyl-4-chlorophenoxyacetamide in Step E to give the final product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05792779 |
| Quelldatensatz | uspto-grants-1998_08 |
| ORD ID | ord-f8938fb8cd8f4acfb0e759b992727673 |
| Quellennotiz | uspto-grants-1998_08 |