Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Edukt | 3-Hydroxy-5-chloropyridine | HCID 582305 | — |
| Edukt | HCID 86621496 | HCID 86621496 | — |
| Produkt | HCID 86621495 | HCID 86621495 | 36,9% |
Reaktionsschritte
To a solution of 1-tert-butyl 3-methyl(2S,3S,5R)-2-[4-(4-cyano-3,5-dimethylphenyl)-3,6-dihydropyridin-1(2H)-yl]carbonyl-5-hydroxypiperidine-1,3-dicarboxylate (100 mg, 0.0002 mol) in tetrahydrofuran (0.912 mL, 0.0112 mol) was added 5-chloropyridin-3-ol (35.0 mg, 0.000270 mol), triphenylphosphine (70.8 mg, 0.000270 mol), followed by diisopropyl azodicarboxylate (0.0532 mL, 0.000270 mol). The mixture was heated at 70 Celsius overnight. After concentrated to dry, the mixture was purified on silica gel, elution with 0 to 40% EtOAc in hexane, to yield the desired product (45 mg, 32.84%). MS (ESI) (M+H) 609.1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09440958B2 |
|---|
| Quelldatensatz | uspto-grants-2016_09 |
|---|
| ORD ID | ord-4c4af428e94848f48b61608bf4d97099 |
|---|
| Quellennotiz | uspto-grants-2016_09 |
|---|
