5-Aminoisoquinoline → HCID 11200436, compound
Reaction equation
[C:1](OC(OC(OC(C)(C)C)=O)=O)(OC(C)(C)C)=[O:2].[F:19][C:20]([F:34])([F:33])[C:21]1[CH:22]=[CH:23][C:24]([N:27]2[CH2:31][CH2:30][C@@H:29]([NH2:32])[CH2:28]2)=[N:25][CH:26]=1.[NH2:35][C:36]1[CH:45]=[CH:44][CH:43]=[C:42]2[C:37]=1[CH:38]=[CH:39][N:40]=[CH:41]2>C(Cl)Cl>[CH:41]1[C:42]2[C:37](=[C:36]([NH:35][C:1]([NH:32][C@@H:29]3[CH2:30][CH2:31][N:27]([C:24]4[CH:23]=[CH:22][C:21]([C:20]([F:19])([F:33])[F:34])=[CH:26][N:25]=4)[CH2:28]3)=[O:2])[CH:45]=[CH:44][CH:43]=2)[CH:38]=[CH:39][N:40]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of di-tert-butyl tricarbonate, (0.681 g, 2.595 mmol), in dry DCM (1 ml) was added a solution of D2, (0.5 g, 2.162 mmol) in dry DCM (1 ml) in one portion. After the initial effervescence, the solution was stirred at room temperature for 0.3 h. A solution of 5-aminoisoquinoline, (0.312 g, 2.162 mmol) in dry DCM (1 ml) was added. The reaction mixture was stirred at room temperature overnight. The resultant precipitate was removed by centrifugation, and the solid washed with ether and dried to give the title compound as a white solid.