Sodium Hydroxide → 2-(1-methyl-5-(trifluoromethyl)-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a suspension of methyl 2-(1-methyl-5-(trifluoromethyl)-1H-indazol-3-yl)-5-(pivaloyloxymethyl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylate (50 mg, 0.1 mmol) in dioxane/water (4 mL/4 mL) was added NaOH (40 mg, 1.0 mmol), the reaction mixture was heated to 90° C. with stirring for 7 hours, the dioxane was removed under reduced pressure, the aqueous layer was adjusted to pH=3 with 1 N HCl, the precipitate was collected by filtration and washed with water (5 mL) and dried to afford 2-(1-methyl-5-(trifluoromethyl)-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxylic acid (40 mg, crude) as an orange solid. LCMS: (M+H)+=362.

Provenance & Evidence