Lawesson's reagent → Methyl 2-methoxymethyl-thiazolo[5,4-b]pyridine-6-carboxylate

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Reaction Steps

A mixture of 0.53 g (2.05 mmol) of methyl 6-chloro-5-methoxyacetamidonicotinate and 0.42 g (1.0 mmol) of Lawesson's reagent was refluxed for 16 hours in 25 mL of xylene. After the solvent had been removed in vacuo, the crude product obtained was purified by flash chromatography (silica gel; methylene chloride/ethanol=100:1) and evaporated down again in vacuo. Yield: 0.33 g (67% of theory) of yellow amorphous solid; Rf value: 0.52 (silica gel; ethyl acetate/petroleum ether=1:4).

Provenance & Evidence