[N:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][C:17]=1[O:18][C:19]([F:22])([F:21])[F:20])[CH2:7][NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])=[C:2]=S.[NH2:23][C:24]1[C:31]([NH2:32])=[CH:30][C:27]([C:28]#[N:29])=[C:26]([N:33]2[CH2:38][CH2:37][CH2:36][CH:35]([C:39]([F:42])([F:41])[F:40])[CH2:34]2)[CH:25]=1.CN(C=O)C.C(Cl)CCl>C(Cl)(Cl)Cl.O>[C:28]([C:27]1[C:26]([N:33]2[CH2:38][CH2:37][CH2:36][CH:35]([C:39]([F:42])([F:40])[F:41])[CH2:34]2)=[CH:25][C:24]2[NH:23][C:2]([NH:1][C:4]3[CH:5]=[C:6]([CH:15]=[CH:16][C:17]=3[O:18][C:19]([F:22])([F:21])[F:20])[CH2:7][NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])=[N:32][C:31]=2[CH:30]=1)#[N:29]A mixture of N-(3-isothiocyanato-4-trifluoromethoxy-benzyl)-2,2-dimethyl-propionamide (135 mg, 0.406 mmol), 4,5-diamino-2-(3-trifluoromethyl-piperidin-1-yl)benzonitrile (115 mg, 0.406 mmol) and DMF (2 mL) was stirred at rt for 4 h. EDC (101 mg, 0.527 mmol) was added and mixture was stirred at rt overnight. The mixture was treated with water and extracted with Et2O. Concentration and purification by column chromatography gave an oil. The oil was treated with CHCl3 and the precipitate was collected by filtration.
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