Potassium Hydroxide → 2-(1,6-dimethyl-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid

Participants

Reaction Steps

To a stirred solution of methyl 2-(1,6-dimethyl-1H-indazol-3-yl)-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylate (1 g, 2.3 mmol) in dioxane/H2O (40 mL/10 mL) was added a solution of KOH (1.39 g, 34.5 mmol) in water (10 mL) at room temperature. Then the reaction mixture was heated to reflux for 4 hours. After cooling to room temperature, the solvent was evaporated under reduced pressure. The residue was diluted with water and acidified to pH 3-4 with HCl (aqueous, 2 M). The mixture was filtered and the filter cake dried to give 2-(1,6-dimethyl-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid (0.6 g, 84.5%) as a solid, which was used in the next step without further purification. MS: (M+H)+=308.1.

Provenance & Evidence