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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,6-DifluorobenzaldehydeHCID 136284—
EduktAmmonium AcetateHCID 517165—
EduktHCID 178472895HCID 178472895—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
Produktethyl 2-(2,6-difluorophenyl)-4-(pyridin-2-yl)-1H-imidazole-5-carboxylateHCID 595874977%

Reaktionsbedingungen

Temperatur160 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09187465B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-ff96ec37b3dc4e8baf3423ead1d2c85e
Quellennotizuspto-grants-2015_11