[C:1]([C:4]1([NH:10][CH3:11])[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[NH2:2].Br[CH2:13][CH2:14][O:15][CH3:16]>>[CH3:16][O:15][CH2:14][CH2:13][N:7]1[CH2:8][CH2:9][C:4]([NH:10][CH3:11])([C:1]([NH2:2])=[O:3])[CH2:5][CH2:6]14-Carbamoyl-4-methylaminopiperidine was coupled with 2-bromoethylmethyl ether using an analogous method to that described for the equivalent step in Example 22 to give 1-(2-methoxyethyl)-4-(methylamino)piperidine-4-carboxamide as a white crystalline solid; 1H NMR Spectrum: (DMSO-d6) 1.44 (m, 2H); 1.78 (m, 2H); 1.89 (s, 1H); 2.05 (s, 3H); 2.28-2.44 (m, 6H); 3.21 (s, 3H); 3.38 (t, 2H); 6.84 (s, 1H); 7.16 (s, 1H).
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