C(OC(=O)C(CC)CCN1C(=S)[N:11]2[C:12]3[CH:13]=[C:14]([C:18]4[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=4)[O:15][C:16]=3[CH:17]=[C:10]2[C:9]1=[O:27])C.[CH2:31]([N:33]([CH2:47][CH3:48])[C:34](=[O:46])[CH2:35][C:36]1([CH2:42][N:43]=[C:44]=[S:45])[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1)[CH3:32].C([O-])([O-])=O.[K+].[K+].C(#N)C>C(Cl)(Cl)Cl.O>[CH2:34]([O:46][C:9]([C:10]1[NH:11][C:12]2[CH:13]=[C:14]([C:18]3[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=3)[O:15][C:16]=2[CH:17]=1)=[O:27])[CH3:35].[Cl:24][C:21]1[CH:20]=[CH:19][C:18]([C:14]2[O:15][C:16]3[CH:17]=[C:10]4[C:9](=[O:27])[N:43]([CH2:42][C:36]5([CH2:35][C:34]([N:33]([CH2:31][CH3:32])[CH2:47][CH3:48])=[O:46])[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]5)[C:44](=[S:45])[N:11]4[C:12]=3[CH:13]=2)=[CH:23][CH:22]=12-(4-Chloro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (15 mg, 0.05 mmol) was prepared as described hereinabove (see, preparation of Compound 4), and placed in a heavy-walled glass tube with a threaded Teflon plug. N,N-diethyl-2-(1-isothiocyanatomethyl-cyclohexyl)-acetamide (84 mg, 0.2 mmol, 4 molequivalents) and K2CO3 (10 mg, 0.07 mmol, 1.4 molequivalents) were added thereto, the glass tube was sealed and the mixture was heated while stirring at 120° C. for 6 hours. The mixture was then dissolved in chloroform, washed with water, dried over Na2SO4 and the solvent was evaporated under reduced pressure. The purified product was isolated by HPLC, using an acetonitrile:water gradient as eluent, to give Compound 24 (5.16 mg, 20% yield) as an orange solid.
불러오는 중…