4-Methoxybenzylamine → [6,7-Dimethoxy-4-(4-methoxy-benzylcarbamoyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester

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As described in example 1E, 80 mgs of 1-(tert-butoxycarbonylamino-methyl)-6,7-dimethoxy-isoquinoline-4-carboxylic acid was coupled with 4-methoxybenzylamine to give 84 mgs (79%) of [6,7-Dimethoxy-4-(4-methoxy-benzylcarbamoyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester: 1H NMR (CDCl3) δ 1.50 (s, 9H), 2.78 (s, 2H), 3.18 (s, 1H), 3.77 (s, 2H), 4.02 (d, 4H, J=7.17 Hz), 4.15-4.33 (m, 1H), 4.42 (s, 1H), 4.87-4.90 (m, 1H), 6.10-6.22 (m, 1H), 6.93 (s, 0.6H), 7.06-7.12 (m, 1H), 7.16 (s, 0.4H), 7.27-7.42 (m, 4H), 7.50 (d, 1H, J=7.60 Hz), 8.32 (d, 1H, J=7.19 Hz); MS: APCI (M+H) calc'd for C26H31N3O6 482.2; found 482.0.

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