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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 411769Erstellt: 24. Oktober 2026

Isonicotinic Acid → isonicotinic acid 3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl ester

https://huagongshe.com/de/reaction/411769

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsonicotinic AcidHCID 5922—
Edukt2-DimethylaminopyridineHCID 21885—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dioneHCID 9867338—
LösungsmittelDichloromethaneHCID 6344—
Produktisonicotinic acid 3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl esterHCID 987182576%

Reaktionsschritte

To a solution of dimethylaminopyridine (1.5 equivalents) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.5 equivalent) in CH2Cl2 was added 4-picolinic acid (1.2 equivalents) and the reaction mixture was stirred a few minutes. 1-Hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione, prepared as in example 1a, was added and the reaction mixture was stirred at room temperature for several hours. The mixture was diluted with dichloromethane, washed with aqueous HCL, saturated NaHCO3, water, dried over MgSO4 and evaporated. The residue was purified by column chromatography to afford isonicotinic acid 3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-pyrrol-1-ylmethyl ester (yield—76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06559164B1
Quelldatensatzuspto-grants-2003_05
ORD IDord-69835ae76d5144569ca28fdf7721c8a5
Quellennotizuspto-grants-2003_05