2-(4-(6,7-Dimethoxyquinolin-4-yloxy)phenyl)acetic acid → N-[3-(N-tert-butoxycarbonyl-N-methylamino)-1-(3,4-dimethoxybenzyl)pyrazol-5-yl]-2-[4-(6,7-dimethoxyquinolin-4-yloxy)phenyl]acetamide

Participants

Reaction Steps

Using an analogous procedure to that described in Example 22, 2-[4-(6,7-dimethoxyquinolin-4-yloxy)phenyl]acetic acid was reacted with 5-amino-3-(N-tert-butoxycarbonyl-N-methylamino)-1-(3,4-dimethoxybenzyl)pyrazole to give N-[3-(N-tert-butoxycarbonyl-N-methylamino)-1-(3,4-dimethoxybenzyl)pyrazol-5-yl]-2-[4-(6,7-dimethoxyquinolin-4-yloxy)phenyl]acetamide as a solid in 66% yield; 1H NMR: (DMSOd6) 1.45 (s, 9H), 3.18 (s, 3H), 3.65 (s, 3H), 3.66 (s, 3H), 3.73 (s, 2H), 3.92 (s, 3H), 3.95 (s, 3H), 5.08 (s, 2H), 6.4 (d, 1H), 6.42 (m, 1H), 6.58 (d, 1H), 6.76 (d, 1H), 6.84 (d, 1H), 7.2 (d, 2H), 7.4 (s, 1H), 7.41 (d, 2H), 7.49 (d, 1H), 10.26 (br s, 1H); Mass Spectrum: M+H+ 684.

Provenance & Evidence