Indole → HCID 5282533, Verbindung

Reaktionsgleichung

ClC1N=C(C)N([CH2:8][C:9]2[S:24][C:12]3[N:13]([CH2:20][CH:21]([CH3:23])[CH3:22])[C:14](=[O:19])[N:15]([CH3:18])[C:16](=[O:17])[C:11]=3[C:10]=2C(N(OC)C)=O)C=1Cl.[NH:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[CH:34]=[CH:33]1.[C:41](=[O:44])([O-])[OH:42].[Na+].O.[CH:47](Cl)(Cl)Cl>>[NH:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:34]([CH2:8][C:9]2[S:24][C:12]3[N:13]([CH2:20][CH:21]([CH3:22])[CH3:23])[C:14](=[O:19])[N:15]([CH3:18])[C:16](=[O:17])[C:11]=3[C:10]=2[C:41]([O:42][CH3:47])=[O:44])=[CH:33]1

Komponenten

Edukt 5

HCID 798Indole

HCID 962Water

HCID 6212Chloroform

HCID 516892Sodium Bicarbonate

HCID 10184774HCID 10184774, Verbindung

Produkt 1

HCID 5282533HCID 5282533, Verbindung

Versuchsvorschrift

The product from example 1 part b) (2.5 g) was dissolved in chloroform (20 ml), then indole (1.08 g), sodium hydrogen carbonate (1.4 g) and water (20 ml) were added and the reaction mixture was stirred at room temperature for 3 days. The two layers were separated and the aqueous phase was extracted with dichloromethane. The combined organic extracts were dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by flash silica chromatography eluting with 50% ethyl acetate in isohexane to give the sub-title compound as a white solid (1.8 g).