HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pivaloyl chloride → Ethyl 1-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-4-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pivaloyl chloride | HCID 62493 | — |
| Edukt | Sodium Methoxide | HCID 10942334 | — |
| Edukt | 3-(3-Chlorobenzoyl)-2-ethylamino-6-methylpyridine | HCID 11054902 | — |
| Edukt | Ethyl 1-(benzyloxycarbonylmethyl)isonipecotate | HCID 22716663 | — |
| Katalysator | HCID 178418390 | HCID 178418390 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Ethyl 1-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-4-carboxylate | HCID 22716665 | — |
Reaktionsschritte
Ethyl 1-(benzyloxycarbonylmethyl)isonipecotate was subjected to catalytic reduction under a hydrogen atmosphere of 1 atm in ethanol in the presence of 10% palladium-carbon. The resulting compound was treated with sodium methoxide in ethanol and then reacted with pivaloyl chloride in THF. The resulting compound was reacted with 3-(3-chlorobenzoyl)-2-ethylamino-6-methylpyridine under heating, and further treated with sodium methoxide in ethanol. Thereafter, the reaction mixture was worked up and purified in a usual manner to obtain ethyl 1-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-4-carboxylate as a yellow oily substance. MS: 454.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06740662B1 |
| Quelldatensatz | uspto-grants-2004_05 |
| ORD ID | ord-ec34bd55d9814f0c9662c607106c0a73 |
| Quellennotiz | uspto-grants-2004_05 |