[C:1]1([C:7]2([NH2:13])[CH2:12][CH2:11][CH2:10][NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:14][C:15]([CH3:17])=O.C[Si]([C:22]#[N:23])(C)C.[OH-].[Na+]>C(O)(=O)C.ClCCl>[NH2:13][C:7]1([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:12][CH2:11][CH2:10][N:9]([C:15]([CH3:17])([CH3:14])[C:22]#[N:23])[CH2:8]1
To a solution of 300 mg (1.701 mmol) rac-3-Phenyl-piperidin-3-ylamine in 1.3 ml acetic acid, was added dropwise 188 ul (2.553 mmol) acetone. The mixture was stirred at room temperature for 5 minutes. 320 ul (2.553 mmol) trimethylsilyl cyanide was added dropwise. The temperature rose to 31° C. The mixture was stirred at room temperature for 4 hours. The mixture was diluted with dichloromethane and cooled to 0° C. NaOH 2N was added dropwise to basify the mixture. The organic layer was separated and the aqueous layer was extracted twice with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to provide 315 mg (76.1%) of the title compound as a yellow oil.
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