[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[C:7]([C:9]2[N:13]=[CH:12][N:11](COCC[Si](C)(C)C)[N:10]=2)[CH:6]=[C:5]([C:22]([F:25])([F:24])[F:23])[N:4]=1.C(OCC)(=O)C.CCCCCC>Cl.O1CCOCC1>[NH:11]1[CH:12]=[N:13][C:9]([C:7]2[CH:6]=[C:5]([C:22]([F:23])([F:24])[F:25])[N:4]=[C:3]([C:2]([F:27])([F:1])[F:26])[CH:8]=2)=[N:10]1In a 10 mL seal tube, 2,6-bis(trifluoromethyl)-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)pyridine (2) (0.15 g, 1 eq.) was dissolved in dioxane HCl (5 mL) and seal tube was heated to 60° C. for 6 h. Reaction completion was monitored on TLC using ethyl acetate:hexane (5:5) as mobile phase. The reaction mixture was quenched into the ice-water NaHCO3 solution (50 mL) and was extracted with ethyl acetate (3×50 mL). Organic layer was washed with brine solution (3×50 mL). The organic layer was dried using anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to provide the 0.3 g of crude compound. The compound was purified by column chromatography using ethyl acetate/hexane as mobile phase. Compound was eluted out at 30% ethyl acetate in hexane to afford 4-(1H-1,2,4-triazol-3-yl)-2,6-bis(trifluoromethyl)pyridine (3) 0.060 g. Yield: 58.4%.
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