HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methylimidazole → 3-Bromo-5-(2-methyl-imidazol-1-ylmethyl)-pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Methylimidazole | HCID 12749 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 3-Bromo-5-(chloromethyl)pyridine | HCID 11701259 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Bromo-5-(2-methyl-imidazol-1-ylmethyl)-pyridine | HCID 23444965 | 53% |
Reaktionsschritte
To a stirred suspension of sodium hydride (0.54 g, 12.3 mmol) in THF (40 ml) at 20° C. was added 2-methylimidazole in portions over 45 min. 3-Bromo-5-(chloromethyl)-pyridine (1 g, 4.1 mmol) in ethanol (8 ml) was then added and this mixture was heated under reflux for 1 h under an argon atmosphere. After cooling and evaporation of solvents the residue was suspended in MeOH, filtered and adsorbed onto silica gel. Chromatographic elution with CH2Cl2/(2M NH3 MeOH)=98:2 afforded the title compound (0.56 g, 53%) as a yellow oil. MS: m/e=251.0 (M+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06610723B2 |
| Quelldatensatz | uspto-grants-2003_08 |
| ORD ID | ord-1ce7856ae78f48d7965194e489903284 |
| Quellennotiz | uspto-grants-2003_08 |