HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1H-imidazole-2-carbaldehyde → 3-(1-methylindol-3-yl)-4-[3-(imidazol-2-ylmethylamino) phenyl]-1H-pyrrole-2,5-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | Iron oxide, spent | HCID 5327711 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 3-(1-methylindol-3-yl)-4-[3-(imidazol-2-ylmethylamino) phenyl]-1H-pyrrole-2,5-dione | HCID 12018140 | 20% |
Reaktionsschritte
A mixture of 3-(1-methylindol-3-yl)-4-(3-aminophenyl)-1H-pyrrole-2,5-dione (100 mg, 0.32 mmol) and imidazole-2-carboxaldehyde (40 mg, 0.42 mmol) in MeOH (8 mL) was stirred for 15 min., and then NaCNBH3 (40.2 mg, 0.64 mmol) was added. After stirring the reaction mixture overnight the volatiles were removed under vacuo and the residue was purified by preparatory TLC (3% MeOH/CH2Cl2) to afford 3-(1-methylindol-3-yl)-4-[3-(imidazol-2-ylmethylamino)phenyl]-1H-pyrrole-2,5-dione (24.8 mg, 20 %). LC/MS: M+ 397(94.2%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06479490B2 |
| Quelldatensatz | uspto-grants-2002_11 |
| ORD ID | ord-ed999bf1bf4f414aad2ebc259f7562a5 |
| Quellennotiz | uspto-grants-2002_11 |