Cl.[CH3:2][N:3]([CH3:34])[C:4]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:9][CH2:8][CH:7]([NH:10][C:11]([CH2:13][NH:14][C:15](=[O:27])[CH2:16][CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:12])[CH2:6][CH2:5]1.C[Si](C)(C)[Cl:37]>CC(CC)=O>[ClH:37].[CH3:34][N:3]([CH3:2])[C:4]1([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:9][CH2:8][CH:7]([NH:10][C:11]([CH2:13][NH:14][C:15](=[O:27])[CH2:16][CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)=[O:12])[CH2:6][CH2:5]1In order to produce the hydrochloride (Example 12), the more polar diastereomer of N-[(4-dimethylamino-4-phenylcyclohexylcarbamoyl)methyl]-3-(1H-indol-3-yl)propionamide (257 mg, 0.57 mmole) was dissolved in ethyl methyl ketone and combined with trimethylchlorosilane (108 μl, 0.86 mmole). The resulting solid was filtered out and dried. Example 12 was obtained as a colorless solid (m.p. 135-137° C.) in a yield of 220 mg (79%).
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