Cesium carbonate → HCID 68407249, compound

Participants

Reaction Steps

A microwave vial was charged with Pd2dba3-chloroform complex (0.09 g, 0.09 mmol), Xantphos (0.17 g, 0.30 mmol) and cesium carbonate (1.00 g, 3.06 mmol), sealed and flushed with argon. A solution of 5-amino-2-(2-methoxy-ethyl)-thiazole-4-carboxylic acid ethyl ester (0.40 g, 1.75 mmol) and 3-bromopyridine (0.28 g, 1.75 mmol) in dioxane (5.80 ml) was degassed by sonicating and bubbling with argon, then transferred to the reaction vial. After stirring at room temperature for 5 min, the reaction mixture was irradiated in a microwave oven at 150° C. for 10 min. The mixture was diluted with THF, filtered and the mother liquors evaporated. The residue was purified by flash chromatography (heptane/ethyl acetate/methanol) to yield 2-(2-methoxy-ethyl)-5-(pyridin-3-ylamino)-thiazole-4-carboxylic acid ethyl ester (0.18 g, 40%), MS (ISP): m/e=308.3 (M+H+).

Provenance & Evidence