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HRID 221549Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/221549

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktL-AlaninolHCID 80307—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt4-Chloro-3-nitro-1,5-naphthyridineHCID 13122787—
LösungsmittelChloroformHCID 6212—
LösungsmittelDichloromethaneHCID 6344—
Produkt(11S)-11-methyl-10,11-dihydro-8H-[1,4]oxazino[4',3':1,2]imidazo[4,5-c][1,5]naphthyridin-6-amineHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207162B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-750416ac05b840ccba62f37867ae5612
Quellennotizuspto-grants-2012_06