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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1017577Erstellt: 26. Oktober 2026

2,2-Dimethyl-1,3-dioxan-5-one → 3-(1-methylindol-3-yl)-4-[3-(2,2-dimethyl-1,3-dioxan-5-ylamino)phenyl]-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/1017577

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,2-Dimethyl-1,3-dioxan-5-oneHCID 2733141—
EduktSodium cyanoborohydrideHCID 5003444—
EduktIron oxide, spentHCID 5327711—
LösungsmittelMethanolHCID 887—
Produkt3-(1-methylindol-3-yl)-4-[3-(2,2-dimethyl-1,3-dioxan-5-ylamino)phenyl]-1H-pyrrole-2,5-dioneHCID 1201816768,1%

Reaktionsschritte

A mixture of 3-(1-methylindol-3-yl)-4-(3-aminophenyl)-1H-pyrrole-2,5-dione (200 mg, 0.63 mmol) and 2,2-dimethyl-1,3-dioxane-5-one (98 mg, 0.76 mmol) in MeOH (10 mL) was stirred at room temperature for 15 min., and then NaCNBH3 (79 mg, 1.26 mmol) was added. After stirring the reaction mixture overnight the volatiles were removed under vacuo and the residue was purified by preparatory TLC (1% MeOH/CH2Cl2) to give 3-(1-methylindol-3-yl)-4-[3-(2,2-dimethyl-1,3-dioxan-5-ylamino)phenyl]-1H-pyrrole-2,5-dione (185 mg, 68%). MS(EI): M+ 431, MP: 201-203° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06479490B2
Quelldatensatzuspto-grants-2002_11
ORD IDord-9b2e8560d3e44f178d286171522b73fa
Quellennotizuspto-grants-2002_11