Hydrochloric Acid → 4-{[(Tert-butoxy)carbonyl]amino}pyridine-3-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-tert-Butoxycarbonylamino-nicotinic acid methyl ester (6.02 g, 23.86 mmol) in dioxane (100 mL) was added aq. sodium hydroxide (0.970N solution, 28.05 mL, 27.20 mmol). The solution was heated to 60° C. for 1 hr then cooled. Aqueous hydrochloric acid (1.031M solution, 26.99 mL, 27.20 mmol) was added and the mixture was extracted with chloroform (5×100 mL). The extracts were dried (MgSO4) and evaporated to give 4-tert-Butoxycarbonylamino-nicotinic acid, a cream solid (4.70 g, 83% yield) without further purification.

Provenance & Evidence