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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1615324Erstellt: 25. Oktober 2026

Iodobenzotef → (E)-3-(3-(4-methylpiperazine-1-carbonyl)styryl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-indazole-6-carbaldehyde

https://huagongshe.com/reaction/1615324

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIodobenzotefHCID 197801—
Edukt3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehydeHCID 58189696—
Edukt1-[(3-Ethenylphenyl)carbonyl]-4-methylpiperazineHCID 68730779—
Produkt(E)-3-(3-(4-methylpiperazine-1-carbonyl)styryl)-1-((2-(trimethylsilyl)ethoxy)-methyl)-1H-indazole-6-carbaldehydeHCID 86651981—

Reaktionsschritte

The title compound was synthesized according to the method of Example A103, utilizing 1-[(3-ethenylphenyl)carbonyl]-4-methylpiperazine (76 mg, 0.33 mmol) and 3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (100 mg, 0.25 mmol). Purified by prepTLC (SiO2 10% MeOH/DCM) to provide the title compound to as a colorless material (30.1 mg, 24%). 1H NMR (400 MHz, CD3OD) δ ppm 10.14 (s, 1H), 8.27 (s, 1H), 7.80 (m, 1H), 7.71 (s, 1H), 7.65 (d, J=16.6 Hz, 1H), 7.56-7.60 (m, 1H), 7.57 (s, 1H), 7.48-7.55 (m, 2H), 7.35 (d, J=7.28 Hz, 1H), 5.86 (s, 2H), 3.69-3.90 (m, 2H), 3.63 (t, J=7.91 Hz, 2H), 3.43-3.56 (m, 2H), 2.40-2.64 (m, 4H), 2.35 (s, 3H), 0.88 (t, J=7.91 Hz, 2H), −0.09 (m, 9H); MS ESI 505.4 [M+H]+, calcd for [C28H36N4O3Si+H]+ 505.7.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08765748B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-3686ac9208e842588b16eee61def3053
Quellennotizuspto-grants-2014_07