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241146-66-7

2,7-DIMETHYLPYRIDO[1,6-A]-1H-IMIDAZOLE-3-CARBOXYLIC ACID, ETHYL ESTER synthesis

2synthesis methods
-

Yield:241146-66-7 92 %

Reaction Conditions:

with oxone;potassium iodide in ethanol;water at 20;Sonication;

Steps:

General procedure for synthesisof imidazo[1,2-a]-pyridine-3-carboxylates (IPCs)

General procedure: KI-Oxone (1.0 equiv) was slowly added to a well-stirredsolution of β-ketoester (1 mmol) and 2-aminopyridines (1 mmol) in ethanol: H2O(3 ml), and the reaction mixturewas allowed to go under ultrasonic irradiation at room temperaturefor 22-30 min. On completion of the reaction, asindicated by TLC (ethyl acetate: ether, 25:75), the solventwas evaporated under reduced pressure. Then obtained solidwas dissolved in sodium hydrogen carbonate saturated solutionand extracted three times with chloroform. The combinedorganic extracts were washed with water, dried overanhydrous Na2SO4,and concentrated under a vacuum toafford the products. The crude products were purified bysilica gel (60-120 mesh; 5.5 g) column chromatographyusing hexane/ethyl acetate (9:1 v/v) as eluent.

References:

Desai, Vikram;Patil, Sandip;Nipane, Sandip;Sawant, Vijay;Kurane, Rajanikant;Deshmukh, Madhukar;Patil, Suresh [Journal of the Iranian Chemical Society,2023]