Water → 2-(3,4,4-Trifluoro-but-3-enylsulfanyl)-thiazolo[5,4-b]pyridine

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A solution of thiazolo[5,4-b]pyridine-2-thiol (6.2 g) in N,N-diethyl formamide under nitrogen was treated with 1,1,2-trifluoro-4-bromobutene (8.3 g) and potassium carbonate (1.5 g), stirred at 60° C. for 24 hours, cooled, and poured into water. The resultant aqueous mixture was extracted with diethyl ether. The organic extract was dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a residue. Column chromatography of the residue using silica gel and a 9:1 hexanes/ethyl acetate solution gave the title product as a colorless oil (8.9 g).

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