HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Lithium borohydride → N-(4-(8-(Hydroxymethyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Lithium borohydride | HCID 4148881 | — |
| Edukt | Methyl 1-(4-benzamidophenylamino)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridine-8-carboxylate | HCID 44205292 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(4-(8-(Hydroxymethyl)-6-oxo-5,6-dihydrobenzo[c][1,8]naphthyridin-1-ylamino)phenyl)benzamide | HCID 58168103 | 31% |
Reaktionsschritte
Lithium borohydride (33 mg, 1.51 mmol) was added to a stirred solution of 267 (100 mg, 0.22 mmol) in THF (10 mL) at 0° C., and stirred for 20 min. at room temperature, then overnight at 45° C. The reaction solution was quenched with MeOH and H2O, acidified with HCl (1 mL, conc.), and stirred for 20 min. The crude product was purified via HP-LC to provide 273 (29 mg, 31% yield) as a solid. LC-MS (M+H=437, obsd.=437).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08735584B2 |
| Quelldatensatz | uspto-grants-2014_05 |
| ORD ID | ord-432894fb771a4c32b94a39ed2c919576 |
| Quellennotiz | uspto-grants-2014_05 |