Acetic Acid → 2-Amino-6-methoxymethylnicotinic acid

Participants

Reaction Steps

To a mixture of 2-amino-6-methoxymethyl-nicotinic acid methyl ester (2.9 g, 15 mmol) described in Production Example 4-1-4, tetrahydrofuran (30 mL), methanol (7.5 mL) and water (7.5 ml) was added sodium hydroxide monohydrate (1.2 g, 29 mmol), which was stirred overnight at room temperature. To the reaction mixture was added acetic acid (1.7 mL, 29 mmol), followed by distilling off the solvent under a reduced pressure. The residue was dissolved in methanol/ethyl acetate (1/3) and filtered using silica gel. The filtrate was collected, concentrated under a reduced pressure and the residue was washed with water to obtain the title compound (2.1 g, 12 mmol, 80%) as a pale yellow solid.

Provenance & Evidence