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With sulfuric acid; In ethanol; for 18.0h;Reflux; Inert atmosphere;
General procedure: To a soution of concentrated su?furic acid (1.2 mL, 24.0 rnmo) in absoute ethano (30 mL) was added potassium 2-choro-3-ethoxy-3-oxoprop-1-en-1-oate (8.55 g, 450 mmo) and (1.62 g, 15 mmo) and the mixture was heated under nitrogen at reflux for 18 hours. The mixture was coo?ed to ambent temperature and the resuWng suspension was evaporated to dryness under reduced pressure. Water (50 mL) was added to the residue and basfled w[th 2N NaOH (pH=85). The product was extracted wfth EtOAc (2x30 mL). The organic phase was dned and then evaporated. The resdue was punfled on sWca, euted w[th 0-100% EtOAc in petroeum ether to afford the tWe compound (1.42 g, 46%), (M+H=2O5.
With hydrazine; In ethanol; at 100.0℃; for 2.0h;Microwave irradiation;
Ethyl imidazo[1,2-a]pyridine-3-carboxylate(0.90 g, 4.7 mmol) and hydrazine (1.0 mL, 13 mmol, 40%) are combined in EtOH (10 mL). The mixture is stirred under microwave conditions at 100 C. for 2 hrs. The solvent is removed to give the title compound (0.82 g, 93%) which can be used without further purification. LC/MS (m/z): 177 (M+H).
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