[CH:1]1([N:5]2[CH2:10][CH2:9][CH:8]([CH2:11][CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.Br[C:19]1[CH:20]=[CH:21][C:22]([C:25]#[N:26])=[N:23][CH:24]=1>>[CH:1]1([N:5]2[CH2:6][CH2:7][CH:8]([CH2:11][CH:12]3[CH2:17][CH2:16][N:15]([C:19]4[CH:20]=[CH:21][C:22]([C:25]#[N:26])=[N:23][CH:24]=4)[CH2:14][CH2:13]3)[CH2:9][CH2:10]2)[CH2:4][CH2:3][CH2:2]1Example 22 was prepared using an analogous process to that described in Example 21 from 1-cyclobutyl-4-(4-piperidinylmethyl)piperidine (may be prepared as described in Description 6) and 5-bromo-2-pyridinecarbonitrile. The compound displayed 1H-NMR and mass spectral data that were consistent with structure. MS electrospray (+ion) 339 (MH+).
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