Sodium Hydroxide → 1H-Indazole-5-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 1H-indazole-5-carboxylate (10 g, 56.82 mmol) in methanol (80 ml) was added a solution of sodium hydroxide (9.09 g, 227.28 mmol) in water (30 ml) with stirring overnight at 60° C. in an oil bath. The resulting mixture was concentrated under vacuum, then quenched by the addition of water (30 ml), and the pH adjusted to 6 with HCl (3N). The solids were collected by filtration to afford 1H-indazole-5-carboxylic acid as a yellow solid (8.6 g, 93%). LC/MS (ES, m/z): [M+H]+ 163.0

Provenance & Evidence