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ChemicalBook CAS DataBase List 3-Ethynylimidazo[1,2-a]pyridine
943320-53-4

3-Ethynylimidazo[1,2-a]pyridine synthesis

8synthesis methods
-

Yield: 72%

Reaction Conditions:

with copper(l) iodide;bis(triphenylphosphine)palladium(II) dichloride;triethylamine in acetonitrile for 3 h;Inert atmosphere;Reflux;Concentration;Solvent;

Steps:

3.C C.Preparation of 3-acetoimidazo [1,2-a] pyridine
In a 500 mL three-necked flask,Under nitrogen protection conditions,3-iodoimidazo [1,2-a] pyridine (10.0 g, 41.0 mmol)PdCl2 (pph3) 2 (0.6 g, 0.8 mmol),CuI (0.2 g, 0.8 mmol) was successively added to anhydrous acetonitrile (200 mL)Then Et3N (12.4 g, 122.9 mmol)And trimethylsilylacetylene (12.1 g, 122.9 mmol)Reflux reaction 3h. Reaction is completed, suction filter,The filtrate was evaporated under reduced pressure,The residue was dissolved in methanol (150 mL)Anhydrous potassium carbonate (22.7 g, 163.9 mmol) was added at room temperature for 30 min,Filter, the filtrate vacuum distillation solvent was crude,The crude product was subjected to silica gel column (mobile phase: PE: EA = 20: 1) to give 4.2 g of 3-acetimidazo [1,2-a] pyridine as a white solid in 72% yield.

References:

Guizhou University;Liu Li;Teng Minggang;Yue Yi CN107163042, 2017, A Location in patent:Paragraph 0023; 0024; 0025; 0034; 0035; 0036; 0045; 0046