HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 5-(2,6-Diethyl-Phenyl)-1-(2,5-Dimethyl-Benzyl)-1H-Pyrrolo[2,3-C]Pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine | HCID 11673246 | — |
| Edukt | 2-(Chloromethyl)-1-methyl-4-(propan-2-yl)benzene | HCID 20536041 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 5-(2,6-Diethyl-Phenyl)-1-(2,5-Dimethyl-Benzyl)-1H-Pyrrolo[2,3-C]Pyridine | HCID 67152466 | — |
Reaktionsschritte
To a solution of 5-(2,6-diethyl-phenyl)-1H-pyrrolo[2,3-c]pyridine (15 mg, 0.06 mmol) in DMF (0.5 mL) is added NaH (95%, 4 mg). The reaction mixture is stirred at room temperature for 30 minutes, and 2-chloromethyl-4-isopropyl-1-methyl-benzene (33 mg, 0.18 mmol) is then added. The mixture is heated at 60° C. for three hours and cooled. To the mixture, water (2 ml) and EtOAc (2 mL) are added. The organic layer is separated, washed with water once and concentrated under reduced pressure. The residue is purified by PTLC (Hexane/EtOAc 4:1) to give the titled compound. 1H NMR: (CDCl3) 8.81 (s, 1H), 7.47 (s, 1H), 7.28 (t, 1H), 7.13-7.19 (m, 5H), 6.77 (s, 1H), 6.52 (d, 1H), 5.39 (s, 2H), 2.80 (m, 1H), 2.27-2.40 (m, 7H), 1.14 (d, 2H), 1.01 (t, 6H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08633193B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-ac23960870c541a38bb03f90ce6ea927 |
| Quellennotiz | uspto-grants-2014_01 |