{5-Hydroxy-4-[(trimethylsilyl)ethynyl]-2-pyridinyl}methyl acetate → HCID 57423120, compound

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Reaction Steps

{5-Hydroxy-4-[(trimethylsilyl)ethynyl]-2-pyridinyl}methyl acetate (8.3 g, 22 mmol) was dissolved in pyridine (200 ml) and treated with copper(I) iodide (5.2 g, 27 mmol) then heated under reflux for 18 h. The mixture was allowed to cool then evaporated to dryness. The residue was partitioned between water and ethyl acetate then filtered through kieselguhr. The organic layer was separated washed with more water then saturated brine solution then dried. Chromatography on silica gel eluting with 40-60 petrol and ethyl acetate gradient provided the two title compounds, (1.15 g, 27%) of furo[2,3-c]pyridin-5-ylmethyl acetate and (1.3 g, 22%) of [2-(trimethylsilyl)furo[2,3-c]pyridin-5-yl]methyl acetate.

Provenance & Evidence