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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Isonicotinic Acid | HCID 5922 | — |
| Edukt | 2-Dimethylaminopyridine | HCID 21885 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 1-hydroxymethyl-3-(1-methyl-1H-indol-3-yl)-4-(1-methyl-6-nitro-1H-indol-3-yl)-pyrrole-2,5-dione | HCID 9867338 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 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 | HCID 9871825 | 76% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US06559164B1 |
|---|
| Quelldatensatz | uspto-grants-2003_05 |
|---|
| ORD ID | ord-69835ae76d5144569ca28fdf7721c8a5 |
|---|
| Quellennotiz | uspto-grants-2003_05 |
|---|