FC(F)(F)C(O)=O.[Br:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2([C:25]#[N:26])[CH2:24][CH2:23][C:18]3(OCC[O:19]3)[CH2:17][CH2:16]2)=[N:13][CH:14]=1>>[Br:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2([C:25]#[N:26])[CH2:16][CH2:17][C:18](=[O:19])[CH2:23][CH2:24]2)=[N:13][CH:14]=1Trifluoroacetic acid (4.1 ml) was added to 8-(5-bromopyridin-2-yl)-1,4-dioxaspiro[4,5]decane-8-carbonitrile (3.4 g) described in Reference Example 82 at room temperature, and stirred at the same temperature for 22 hours. After completion of the reaction, the solvent and trifluoroacetic acid were evaporated and the resulting residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give 1-(5-bromopyridin-2-yl)-4-oxocyclohexanecarbonitrile (2.78 g) as a white solid.
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