Cesium carbonate → Ethyl 2-(6-(5-cyanothiazol-2-yloxy)-1-hydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate

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Reaction Conditions

Reaction Steps

To a mixture of ethyl 2-(1,6-dihydroxy-4-methyl-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (3.75 g, 15 mmol, 1 eq.) and 2-chlorothiazole-5-carbonitrile (3.25 g, 22.5 mmol, 1.5 eq.) in 100 ml DMF was added cesium carbonate (14 g, 45 mmol, 3 eq.). The reaction was heated at 70° C. for two hours. It was then quenched by water, extracted with EtOAc, washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude was purified by column chromatography (4.3 g, yield 80%). MS (ESI) m/z=717 [2M+H]+.

Provenance & Evidence