Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 21017Erstellt: 23. Oktober 2026

Acetic Acid → 4-Chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-dimethylaminoethyl)aminomethyl]indol-2-yl)isoindolinone

https://huagongshe.com/de/reaction/21017

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodium CarbonateHCID 10340—
EduktN,N-DimethylethylenediamineHCID 66053—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt4-Chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinoneHCID 86628227—
LösungsmittelWaterHCID 962—
LösungsmittelAcetonitrileHCID 6342—
Produkt4-Chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-dimethylaminoethyl)aminomethyl]indol-2-yl)isoindolinoneHCID 68494686109,5%

Reaktionsschritte

In a similar manner to Step 2 of Example 6, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (40.0 mg, 0.0974 mmol) was dissolved in acetonitrile (2 mL), and the solution was treated with N,N-dimethylethylenediamine (0.043 mL, 0.39 mmol), acetic acid (0.112 mL, 1.96 mmol) and sodium triacetoxyborohydride (103 mg, 0.486 mmol). The reaction mixture was added with water and sodium carbonate to adjust the pH to 9, followed by extracting with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain 4-chloro-7-(1-(tert-butoxycarbonyl)-5-[(2-dimethylaminoethyl)aminomethyl]indol-2-yl)isoindolinone (51.5 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745641B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-31342bec066d4b9b95cf35efdfa5ff55
Quellennotizuspto-grants-2010_06