1,2-Dichloroethane → 3-(Pyridin-3-yloxy)-4,5-dihydroisoxazole

関与物質

反応手順

3-(Pyridin-3-yloxy)-4,5-dihydroisoxazole III-57 was synthesized in two steps from compound III-53 starting with deprotection using analogous conditions to Example 11. The resulting trifluoroacetic acid salt (1.0 equiv) is then dissolved in methylene chloride (0.11 M with respect to isoxazole after which 5,5,5-trifluoropentanoic acid (1.5 equiv), EDC (1.5 equiv) and triethylamine (3.0 equiv) are added. The reaction is allowed to stir for 14 h at room temperature after which point the reaction was transferred to a separatory funnel with excess water and methylene chloride. The organic layer was washed with saturate sodium bicarbonate (2×), dried over magnesium sulfate, and concentrated to provide a white solid which was purified by flash silica gel chromatography (gradient of ethyl acetate/methanol). [M+H]+=373.7 m/z. Activity: C

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