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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1952220Erstellt: 27. Oktober 2026

Ethanol → Ethyl 6-dimethylaminoimidazo[1,2-a]pyridine-2-carboxylate

https://huagongshe.com/reaction/1952220

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktEthyl bromopyruvateHCID 66144—
EduktN5,N5-Dimethylpyridine-2,5-diamineHCID 5743468—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktEthyl 6-dimethylaminoimidazo[1,2-a]pyridine-2-carboxylateHCID 44124134—

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

215 μl of ethyl bromopyruvate are added to a suspension of 0.2 g of 5-dimethylaminopyridine-2-amine in 3 ml of DME. The reaction mixture is stirred at 20° C. for 16 hours, then, after addition of 3 ml of ethanol, for 16 hours at reflux and, finally, concentrated under reduced pressure. The residue is filtered on a cartridge comprising 15 g of silica, elution being carried out with a mixture of dichloromethane and methanol (98/2). The fractions comprising the expected product are combined and washed with a saturated sodium bicarbonate solution. The organic phase is dried and concentrated to dryness under reduced pressure to give 76 mg of ethyl 6-dimethylamino-imidazo[1,2-a]pyridine-2-carboxylate in the form of a green oil used as is in the continuation of the synthesis.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08404848B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-384f31a5c25241b495a09a844000b14a
Quellennotizuspto-grants-2013_03