HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,4-Dioxane → 1,3Dioxol-5-yl-2-(4-imidazol-1-yl-phenyl)-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Edukt | 1-(4-Bromophenyl)imidazole | HCID 2735604 | — |
| Edukt | 3-(1,3-benzodioxol-5-yl)-1,2,3,4-tetrahydro-9H-pyrrolo[3,4-b]quinolin-9-one | HCID 10892121 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Produkt | 1,3Dioxol-5-yl-2-(4-imidazol-1-yl-phenyl)-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one | HCID 86759221 | — |
Reaktionsschritte
3-(1,3-benzodioxol-5-yl)-1,2,3,4-tetrahydro-9H-pyrrolo[3,4-b]quinolin-9-one (30.6 mg, 0.1 mmol), 1-(4-bromo-phenyl)-1H-imidazole (22.3 mg, 0.1 mmol), Pd2dba3 (4.6 mg, 0.005 mmol), biphenyl-2-yl-di-tert-butyl-phosphane 3.0 mg, 0.01 mmol) and NaOtBu (14 mg, 0.14 mmol) were stirred in 1,4-dioxane (0.6 mL) at 89° C. for 17 hours. Purification by preparative TLC (5% CH3OH/CH2Cl2) yielded the title product as yellow powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06635638B2 |
| Quelldatensatz | uspto-grants-2003_10 |
| ORD ID | ord-40c5ab01addc4ce28732d453c29abdb5 |
| Quellennotiz | uspto-grants-2003_10 |