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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 397910Erstellt: 24. Oktober 2026

2-Methylimidazole → 3-Bromo-5-(2-methyl-imidazol-1-ylmethyl)-pyridine

https://huagongshe.com/de/reaction/397910

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-MethylimidazoleHCID 12749—
EduktSodium hydrideHCID 24758—
Edukt3-Bromo-5-(chloromethyl)pyridineHCID 11701259—
LösungsmittelEthanolHCID 702—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-Bromo-5-(2-methyl-imidazol-1-ylmethyl)-pyridineHCID 2344496553%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06610723B2
Quelldatensatzuspto-grants-2003_08
ORD IDord-1ce7856ae78f48d7965194e489903284
Quellennotizuspto-grants-2003_08