2-Aminocarbonylamino-6-[4-(2-tert-butoxycarbonylaminoethyl)phenyl]indole-3-c arboxamide → 2-Aminocarbonylamino-6-[4-(2-aminoethyl)phenyl]indole-3-carboxamide hydrochloride
Reaction equation
O1CCOCC1.[Cl-:7].[NH2:8][C:9]([NH:11][C:12]1[NH:13][C:14]2[C:19]([C:20]=1[C:21]([NH2:23])=[O:22])=[CH:18][CH:17]=[C:16]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][NH:32]C(OC(C)(C)C)=O)=[CH:26][CH:25]=1)[CH:15]=2)=[O:10]>>[ClH:7].[NH2:8][C:9]([NH:11][C:12]1[NH:13][C:14]2[C:19]([C:20]=1[C:21]([NH2:23])=[O:22])=[CH:18][CH:17]=[C:16]([C:24]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][NH2:32])=[CH:26][CH:25]=1)[CH:15]=2)=[O:10]Participants
3
Procedure
4 N Hydrogene chloride dioxane solution (15 mL) was added to 2-aminocarbonylamino-6-[4-(2-tert-butoxycarbonylaminoethyl)phenyl]indole-3-c arboxamide (Compound 7-33, 65 mg, 0.15 mmol) under ice-cooling, and the mixture was stirred at room temperature overnight. After the reaction mixture was concentrated under reduced pressure, the precipitated solid was washed with ethyl acetate (3 mL), and dried under reduced pressure to give the title compound (56 mg) quantitatively as a slightly yellow solid.