HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
tert-Butyl Methyl [3-Cyano-5-(trifluoromethyl)pyridin-2-yl]malonate → Tert-butyl 7-oxo-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-8-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | tert-Butyl Methyl [3-Cyano-5-(trifluoromethyl)pyridin-2-yl]malonate | HCID 59017435 | — |
| Edukt | HCID 178418361 | HCID 178418361 | — |
| Katalysator | Nickel | HCID 935 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | Tert-butyl 7-oxo-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-8-carboxylate | HCID 59017436 | 99,6% |
Reaktionsschritte
To a solution of tert-butyl methyl [3-cyano-5-(trifluoromethyl)pyridin-2-yl]malonate (4.02 g, 11.7 mmol) in ethanol (60 mL) was added a slurry of Raney Nickel (0.60 g, 10 mmol). The mixture was placed on a Parr apparatus and hydrogenated under hydrogen at 40 psi overnight. The suspension was filtered through celite and the filtrate was evaporated in vaccuo to afford 3.68 g (99.6%) of the desired product as a yellow oil. LC-MS calculated for C14H15F3N2O3: (M+H)+317; found 217.1 (M−CO2tBu+H+1)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07307086B2 |
| Quelldatensatz | uspto-grants-2007_12 |
| ORD ID | ord-6a160589347d4a078eccdda47061eb22 |
| Quellennotiz | uspto-grants-2007_12 |