HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl iodide → 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro- | HCID 5356682 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine | HCID 265829 | 94,1% |
Reaktionsschritte
Iodomethane (12.2 mL, 195 mmol) was added to a solution of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine (15.0 g, 97.7 mmol) and cesium carbonate (47.7 g, 146.5 mmol) in DMF (200 mL). The reaction mixture was stirred at room temperature 1 h, quenched with H2O (500 mL), and extracted with EtOAc (3×200 mL). The combined organic extracts were dried (Na2SO4), filtered, and concentrated in vacuo. Purification by flash column chromatography (silica, 2:8→3:7 EtOAc:hexanes) provided the title compound as an off-white solid (15.4 g, 94%). MS: 168.5 (MH+); HPLC Rf: 3.45 min. (HPLC method 4); HPLC purity: 96%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07271262B2 |
| Quelldatensatz | uspto-grants-2007_09 |
| ORD ID | ord-2f54b957dd5745c5ae737cef4d7dd066 |
| Quellennotiz | uspto-grants-2007_09 |