Tetrahydrofuran → 3-((1H-1,2,4-triazol-5-yl)methyl)-6-fluoro-2-(4-fluorophenyl)imidazo[1,2-a]pyridine

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To a solution of mercuric trifluroacetate (128 mg, 0.30 mmol) in 0.3 mL of water was added 0.3 mL of THF. The yellow suspension thus formed was mled to 0° C., and 6-fluoro-2-(4-fluorophenyl)-3-((1-vinyl-1H-1,2,4-triazol-5-yl)methyl)imidazo[1,2-a]pyridine (101 mg, 0.30 mmol) was added portion wise. After the addition was over, the reaction mixture was allowed to warm to room temperature and stirred for 12 h. After cooling to 0° C., 0.3 mL of 3 N NaOH followed by 0.3 mL of 0.5 M NaBH4 in 3 N NaOH was added to the mixture. The mercury was allowed to settle, and the supernatant liquid decanted and extracted with CH2CH2. The extract was dried over anhydrous Na2SO4 and concentrated to give the crude product which was purified silica gel chromatography. 28 mg, 30% yield. m/e+=312 (M+H+). 1H-NMR (400 MHz, CD3OD, δ): 8.41 (m, 1H), 8.33 (s, 1H), 7.79 (m, 2H), 7.60 (m, 1H), 7.33 (m, 1H), 7.21 (m, 2H), 4.53 (s, 2H).

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