O1CCCC1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:12][C:13]([F:30])([F:29])[S:14]([O:17][C:18]1[CH:28]=[CH:27][C:21]([C:22](OCC)=[O:23])=[CH:20][N:19]=1)(=[O:16])=[O:15].[OH-].[Na+]>C(OCC)(=O)C>[F:30][C:13]([F:12])([F:29])[S:14]([O:17][C:18]1[CH:28]=[CH:27][C:21]([CH2:22][OH:23])=[CH:20][N:19]=1)(=[O:16])=[O:15]To a tetrahydrofuran solution (2.0 mL) of lithium aluminum hydride (19.0 mg, 0.450 mmol), ethyl 6-{[(trifluoromethyl)sulfonyl]oxy}nicotinate (112 mg, 0.375 mmol) was added and the resultant solution was stirred at 0° C. for 5 minutes. After completion of the reaction, 1 M sodium hydroxide aqueous solution, Celite, and ethyl acetate were added to the reaction solution and the resultant mixture was filtered with Celite, followed by extraction from the filtrate with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain a crude product of the title compound (62.9 mg).
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