HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,2-Dimethyl-1,3-dioxan-5-one | HCID 2733141 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Edukt | Iron oxide, spent | HCID 5327711 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 3-(1-methylindol-3-yl)-4-[3-(2,2-dimethyl-1,3-dioxan-5-ylamino)phenyl]-1H-pyrrole-2,5-dione | HCID 12018167 | 68,1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06479490B2 |
| Quelldatensatz | uspto-grants-2002_11 |
| ORD ID | ord-9b2e8560d3e44f178d286171522b73fa |
| Quellennotiz | uspto-grants-2002_11 |