HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Iodobenzotef → (E)-3-(2-(1-methyl-1H-imidazol-2-yl)vinyl)-1-((2-(trimethylsilyl)-ethoxy)methyl)-1H-indazole-6-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Iodobenzotef | HCID 197801 | — |
| Edukt | 1-Methyl-2-vinyl-1H-imidazole | HCID 572246 | — |
| Edukt | 3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde | HCID 58189696 | — |
| Produkt | (E)-3-(2-(1-methyl-1H-imidazol-2-yl)vinyl)-1-((2-(trimethylsilyl)-ethoxy)methyl)-1H-indazole-6-carbaldehyde | HCID 86651978 | 17% |
Reaktionsschritte
The title compound was synthesized according to the method of Example A103, utilizing 1-methyl-2-vinyl-1H-imidazole (35 mg, 0.32 mmol) and 3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde (100 mg, 0.23 mmol). Purified by prepTLC (SiO2 10% MeOH/DCM) to provide the title compound (15 mg, 74%) as a tan oil (41.6 mg, 47%). 1H NMR (400 MHz, CD3OD) δ ppm 10.09 (s, 1H), 8.22 (t, J=1.00 Hz, 1H), 8.13 (d, J=8.53 Hz, 1H), 7.78 (dd, J=8.53, 1.25 Hz, 1H), 7.68 (d, J=16.06 Hz, 1H), 7.43 (d, J=16.06 Hz, 1H), 7.13 (d, J=1.25 Hz, 1H), 7.05 (d, J=1.00 Hz, 1H), 5.84 (s, 2H), 4.89 9s, 3H), 3.63 (t, J=8.03 Hz, 1H), 0.87 (t, J=8.03 Hz, 2H), −0.10 (s, 9H); MS ESI 383.2 [M+H]+, calcd for [C20H26N4O2Si+H]+ 383.5.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08765748B2 |
| Quelldatensatz | uspto-grants-2014_07 |
| ORD ID | ord-e9ecd3f9f1354d519398b875a7c4a29c |
| Quellennotiz | uspto-grants-2014_07 |