Water → HCID 25181652, compound

Participants

Reaction Steps

To a solution of Compound 258b in anhydrous toluene (10 mL), thionyl chloride (0.29 mL, 3.98 mmol was added and the resulting mixture was stirred at reflux for 1 hour, cooled to r.t and evaporated to dryness in vacuo. The residue was dissolved in anhydrous toluene (5 mL); to this solution was added phenylacetylene (0.09 mL, 0.80 mmol), palladium(II)acetate (18 mg, 0.08 mmol), triethylamine (0.34 mL, 2.4 mmol). The mixture was stirred in a microwave oven at 110° C. for 1 hour, cooled to r.t., poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography (EtOAc—Petroleum Ether 25:75) affording the title product (77 mg).

Provenance & Evidence