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The synthesis of methyl 2-amino-6-methoxynicotinate, a valuable building block for the preparation of fused 2-pyridones, is reported. The optimized synthesis includes sequential microwave-induced regioselective 6-methoxylation, esterification, followed by microwave-induced reaction with p- methoxybenzylamine, and final deprotection under flow reaction hydrogenation conditions. Two key steps in the reported synthesis are a microwave-induced methoxylation and a microfluidic hydrogenation that afford improved regioselectivity and purity profile of the reaction products. © Georg Thieme Verlag Stuttgart.

Original publication

DOI

10.1055/s-0030-1259283

Type

Journal article

Journal

Synlett

Publication Date

19/01/2011

Pages

203 - 206