Propargyl alcohol → HCID 10310436, compound

Participants

Reaction Conditions

Reaction Steps

(5R)-3-[4-(1,1-Dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[4-bromo-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one (Example 36) (235 mg, 0.5 mmol), propargyl alcohol (42 mg, 0.75 mmol), tetrakis(triphenylphosphine)palladium (0) (29 mg, 5 mol %) and copper iodide (5 mg, 5 mol %) were mixed in N-methylpyrrolidone/triethylamine (5 ml, 5:1). The reaction mixture was flushed with nitrogen and heated to 90° C. for 48 hours. The reaction mixture was filtered and extracted with ethyl acetate/water, the organic phase was concentrated and purified by flash chromatography on silica gel with 5% of methanol in dichloromethane to give the title product (27 mg).

Provenance & Evidence