Sodium Sulfite → 3,8-Difluoro-4-hydroxy-4-(hydroxymethyl)-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one
Reaktionsgleichung
[F:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]=[C:7]([F:16])[C:8](=[O:15])[N:9]3CC(=C)C=1[C:10]=23.S([O-])([O-])=O.[Na+].[Na+].[C:23]([OH:27])([CH3:26])([CH3:25])[CH3:24].[OH2:28]>>[F:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]=[C:7]([F:16])[C:8](=[O:15])[N:9]3[CH2:25][C:23]([OH:27])([CH2:26][OH:28])[C:24]=1[C:10]=23Komponenten
4
Edukt 3
Produkt 1
Versuchsvorschrift
A solution of 3,8-difluoro-4-methylidene-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one (219 mg, 1 mmol) in tert-butanol/water (10 ml/10 ml) was treated with AD mix alpha/beta (0.75 g/0.75 g). After 6 hours the reaction mixture was treated with saturated sodium sulphite solution (10 ml). After 10 minutes the mixture was extracted with 20% methanol in dichloromethane (3×200 ml). The aqueous phase was concentrated (to ca 20 ml) and further extracted with 20% methanol in dichloromethane (3×200 ml). The organic extracts were dried and evaporated affording a white solid (206 mg, 82%).