HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 1,1-dimethylethyl (1-{[(4R/S)-3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo [3,2,1-de]-1,5-naphthyridin-4-yl]methyl}-4-piperidinyl)carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Edukt | (4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl 4-methylbenzenesulfonate | HCID 131728164 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 1,1-dimethylethyl (1-{[(4R/S)-3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo [3,2,1-de]-1,5-naphthyridin-4-yl]methyl}-4-piperidinyl)carbamate | HCID 77503911 | 85,7% |
Reaktionsschritte
A mixture of [(4R/S)-(3-chloro-4-hydroxy-7-oxo-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-4-yl)methyl 4-methylbenzenesulfonate (465 mg, 1.15 mmol), 1,1-dimethylethyl 4-piperidinylcarbamate (218 mg, 1.1 mmol) and sodium carbonate (350 mg, 3.3 mmol) in ethanol (12.5 ml). After 1 day more 1,1-dimethylethyl 4-piperidinylcarbamate (100 mg) was added. After 1 hour the mixture was evaporated and the residue was partitioned between 20% methanol/dichloromethane and water. The organic extract was dried and evaporated. The crude material was chromatographed affording the product (410 mg, 82%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07732460B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-2b99778c7c6f4fa5a1baf049e49d7427 |
| Quellennotiz | uspto-grants-2010_06 |