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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 12291Erstellt: 24. Oktober 2026

Imidazole → 4-[1-(2-Dimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-6-imidazol-1-yl-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-one

https://huagongshe.com/de/reaction/12291

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
Edukt6-oxo-1-(2-trimethylsilanylethoxymethyl)-5-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-1,6-dihydropyridazine-3-boronic acidHCID 68679702—
KatalysatorCupric acetateHCID 8895—
LösungsmittelWaterHCID 962—
LösungsmittelPyridineHCID 1049—
Produkt4-[1-(2-Dimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-6-imidazol-1-yl-2-(2-trimethylsilanylethoxymethyl)-2H-pyridazin-3-oneHCID 131728146—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

100 mg of 6-oxo-1-(2-trimethylsilanylethoxymethyl)-5-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzimidazol-2-yl]-1,6-dihydropyridazine-3-boronic acid (example 55), 35.5 mg of copper(II) acetate and 20 mg of imidazole are dissolved in dry pyridine, and the solution is stirred at 80° C. for 3 hours. For workup, it is diluted with 20 ml of water and extracted several times with ethyl acetate, the organic phases are dried using a silica gel cartridge, and the volatile components are distilled off. The crude product is purified by preparative RP-HPLC (0-100% acetonitrile (+0.05% formic acid) in water (+0.05% formic acid)).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07727989B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-0b1e3bb90b464aa88133a65f8742aa21
Quellennotizuspto-grants-2010_06