Sodium Hydroxide → 5-Cyclopropyl-7-[(2,6-difluorobenzyl)oxy]-2-methylpyrazolo[1,5-a]pyridine-3-carboxylic Acid

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Reaction Steps

1.8 ml (1.8 mmol) of a 1 M aqueous solution of sodium hydroxide were added to a solution of 180 mg (0.47 mmol) of 5-cyclopropyl-7-(2,6-difluorobenzyloxy)-2-methylpyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester (Example 148A) in 18 ml of methanol. The reaction was stirred at reflux for 18 h and concentrated under reduced pressure. The residue was taken up in 4 ml of tetrahydrofuran, and 70 mg (0.55 mmol) of potassium trimethylsilanolate were added. The reaction mixture was stirred at 65° C. for 18 h and concentrated under reduced pressure, which gave the target compound, which was used directly in the next step.

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