HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,1,1-Trimethoxybutane → 4-[(2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)methyl]tetrahydro-2H-pyran-4-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,1,1-Trimethoxybutane | HCID 123512 | — |
| Edukt | 4-[(3-Amino[1,5]naphthyridin-4-ylamino)methyl]tetrahydropyran-4-ol | HCID 66919188 | — |
| Katalysator | Pyridinium chloride | HCID 10176127 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 4-[(2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)methyl]tetrahydro-2H-pyran-4-ol | HCID 57515459 | 69,2% |
Reaktionsschritte
Trimethylorthobutyrate (1.9 mL, 12.0 mmol) and pyridine hydrochloride (23 mg, 0.2 mmol) were added to a suspension of 4-[(3-amino[1,5]naphthyridin-4-ylamino)methyl]tetrahydropyran-4-ol (10.0 mmol) in toluene (50 mL). The reaction mixture was heated at reflux overnight and then concentrated under reduced pressure. The residue was triturated with acetonitrile and the resulting solid was isolated by filtration to provide 2.26 g of 4-[(2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)methyl]tetrahydro-2H-pyran-4-ol as a tan solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541438B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-ee4d7896f3c94d31bfbdef497c42ae6c |
| Quellennotiz | uspto-grants-2013_09 |