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ChemicalBook CAS DataBase List 2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid
80537-07-1

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid synthesis

4synthesis methods
methyl 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylate

127717-17-3

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid

80537-07-1

2-Phenylpyrazolo[1,5-a]pyridine-3-carboxylate (12.0 g) was used as raw material and dissolved in 238 mL of methanol. Under argon protection and ice bath cooling conditions, 2 mol/L aqueous potassium hydroxide solution (119 mL) was slowly added to the solution. The reaction mixture was warmed up to 80°C with continuous stirring for 5 hours. Upon completion of the reaction, 2 mol/L aqueous hydrochloric acid (480 mL) was added to the reaction solution for acidification and a solid was precipitated. The precipitate was collected by filtration and dried under vacuum to afford the target product 2-phenylpyrazolo[1,5-a]pyridine-3-carboxylic acid as an orange solid (10.2 g). The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ 7.15 (1H, td, J=6.7,1.4 Hz), 7.42-7.46 (3H, m), 7.55-7.58 (1H, m), 7.74-7.77 (2H, m), 8.15 (1H, d, J=4.5 Hz), 8.84 (1H, d. J=6.8Hz).

51065-76-0 Synthesis
2-PHENYL-PYRAZOLO[1,5-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER

51065-76-0
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Yield:80537-07-1 94%

Reaction Conditions:

with potassium hydroxide1) water, 30 min, reflux, 2) 95percent ethanol, 20 min, reflux, 3) HCl;

References:

Anderson, Paul L.;Hasak, James P;Kahle, Alicia D.;Paolella, Nicholas A.;Shapiro, Michael J. [Journal of Heterocyclic Chemistry,1981,vol. 18,p. 1149 - 1152]

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