[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH:15]=[CH:16][C@H:17]3[CH2:22][CH2:21][C@H:20]([C:23]#[N:24])[CH2:19][CH2:18]3)=[CH:11][N:10]=2)[CH:5]=[CH:6][C:7]=1[F:8]>C1(C)C=CC=CC=1.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C@H:17]3[CH2:22][CH2:21][C@H:20]([C:23]#[N:24])[CH2:19][CH2:18]3)=[CH:11][N:10]=2)[CH:5]=[CH:6][C:7]=1[F:8]A solution of 4.9 g of trans-4-[2-[2-(3,4-difluorophenyl)-5-pyridyl]vinyl]cyclohexanecarbonitrile in 120 ml of toluene is hydrogenated with 0.5 g of 10 percent palladium/carbon at room temperature and normal pressure. Filtration and evaporation of the filtrate yields trans-4-[2-[2-(3,4-difluorophenyl)-5-pyridyl]ethyl]cyclohexanecarbonitrile.
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