HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → 1-Phenyl-1H-pyrrolo[3,2-b]pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-Azaindole | HCID 9226 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Katalysator | Cupric acetate | HCID 8895 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-Phenyl-1H-pyrrolo[3,2-b]pyridine | HCID 21083963 | 39,5% |
Reaktionsschritte
1H-Pyrrolo[3,2-b]pyridine (0.5 g, 4.24 mmol), phenylboronic acid (1.03 g, 8.44 mmol), copper(II) acetate (1.54 g, 8.48 mmol), and 4A molecular sieves (2 g), were suspended in DCM (10 mL). Triethylamine (1.19 mL, 8.5 mmol) and pyridine (0.7 mL, 8.65 mmol) were added and the reaction stirred at r.t. for three days. The reaction mixture was diluted with further DCM, filtered and concentrated in vacuo. Chromatography (silica, EtOAc) gave the title compound (325 mg). δH (CDCl3) 7.80 (1H, d, J 8.2 Hz), 7.54–7.30 (7H, m), 7.15 (1H, brs), 6.88 (1H, brs). LCMS (ES+) RT 1.20 minutes, 195 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07176215B2 |
| Quelldatensatz | uspto-grants-2007_02 |
| ORD ID | ord-2f4441f43afe4a7a8bcb4cfbf57ac8f6 |
| Quellennotiz | uspto-grants-2007_02 |