HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 714929Erstellt: 24. Oktober 2026
2,6-Difluorobenzaldehyde → ethyl 2-(2,6-difluorophenyl)-4-(pyridin-2-yl)-1H-imidazole-5-carboxylate
https://huagongshe.com/de/reaction/714929
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2,6-Difluorobenzaldehyde | HCID 136284 | — |
| Edukt | Ammonium Acetate | HCID 517165 | — |
| Edukt | HCID 178472895 | HCID 178472895 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | ethyl 2-(2,6-difluorophenyl)-4-(pyridin-2-yl)-1H-imidazole-5-carboxylate | HCID 59587497 | 7% |
Reaktionsschritte
A mixture of ethyl 2-(hydroxyimino)-3-oxo-3-(pyridin-2-yl)propanoate (0.300 g, 1.4 mmol), ammonium acetate (0.104 g, 1.4 mmol) and 2,6-difluorobenzaldehyde (0.145 mL, 1.3 mmol) in acetic acid (6 mL) was heated in the microwave at 160° C. for 2 minutes. The reaction mixture was diluted with MeOH and purified by SPE using a MP-TsOH resin cartridge (2500 mg). The crude mixture obtained was purified by preparative HPLC to afford ethyl 2-(2,6-difluorophenyl)-4-(pyridin-2-yl)-1H-imidazole-5-carboxylate (0.029 g, 0.09 mmol, 7%) as a pale solid. LCMS (2) Rt: 2.46 min; m/z (ES+) 330.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09187465B2 |
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| Quelldatensatz | uspto-grants-2015_11 |
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| ORD ID | ord-ff96ec37b3dc4e8baf3423ead1d2c85e |
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| Quellennotiz | uspto-grants-2015_11 |
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