HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → (11S)-11-methyl-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c][1,5]naphthyridin-6-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | L-Alaninol | HCID 80307 | — |
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | 4-Chloro-3-nitro-1,5-naphthyridine | HCID 13122787 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (11S)-11-methyl-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c][1,5]naphthyridin-6-amine | HCID 11514384 | — |
Reaktionsschritte
The title compound was prepared from 4-chloro-3-nitro[1,5]naphthyridine and (S)-(+)-2-amino-1-propanol following Parts A through G listed for the preparation of Example 1 with the modifications that in Part E the reaction with tetrabutylammonium fluoride was carried out in CH2Cl2 as the solvent, Part F was carried out in chloroform as the solvent, and Part G was carried out in 1,2-dichloroethane as the solvent. Chromatography (SiO2, 10-30% CMA/CHCl3) gave an off-white solid. Recrystallization from 1,2-dichloroethane gave (11S)-11-methyl-10,11-dihydro-8H-[1,4]oxazino[4′,3′:1,2]imidazo[4,5-c][1,5]naphthyridin-6-amine (0.68 g) as a white crystalline solid, mp 240-242° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08207162B2 |
| Quelldatensatz | uspto-grants-2012_06 |
| ORD ID | ord-750416ac05b840ccba62f37867ae5612 |
| Quellennotiz | uspto-grants-2012_06 |