Sodium Hydroxide → 2-(6-Methyl-pyridin-2-yl)-pyrazolo[1,5-a]pyridine-3-carboxylic acid

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Reaction Steps

A solution of 2-(6-methyl-pyridin-2-yl)-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester (0.18 g, 0.6 mmol) in EtOH (10 mL) is treated with a 2N NaOH solution (3 mL) and refluxed for 3 hours. The reaction is concentrated to a yellow solid and diluted with 1N HCl (30 mL). The aqueous is extracted with CH2Cl2 (3×10 mL) and the organic solution dried over Na2SO4. The solution is filtered and the solvent removed in vacuo to afford 0.152 g (94%) of desired product as a white solid. MS ES+ m/e 254.1 (M+1). UV (95% EtOH) λmax 284 nm (ε 23625), 244 nm (ε 24036). TOF MS ES+ exact mass calculated for C14H11N3O2 (p+1): m/z=254.0930. Found: 254.0919. Anal. Calcd for C14H11N3O2: C, 66.40; H, 4.38; N, 16.59. Found: C, 66.22; H, 4.42; N, 16.25.

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