Cl.[NH2:2][OH:3].[C:4]([C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][N:10]=[C:11]2[CH2:16][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])#[N:5].C(=O)(O)[O-].[Na+]>C(O)C>[OH:3][NH:2][C:4](=[NH:5])[C:6]1[CH:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[CH:9][N:10]=[C:11]2[CH2:16][CH2:17][C:18]([O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:19]Hydroxylamine hydrochloride (24.51 g, 353 mmol) was added to a mixture of 1,1-dimethylethyl 3-(5-cyano-1-isoquinolinyl)propanoate (D35; 24.9 g, 88 mmol) and sodium bicarbonate (44.5 g, 529 mmol) in ethanol (200 ml) and the mixture heated at 60° C. for 5 h. The cooled mixture was filtered and the filtrate concentrated in vacuo. The residue was partitioned between water (100 ml) and ethyl acetate (3×100 ml) and the combined organic extracts washed with brine (100 ml) and dried (MgSO4). The solvent was evaporated to give a pale yellow solid which was triturated under ether (100 ml) and filtered to give the title compound as a colourless solid (19.91 g)
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