4-Benzyloxy-2(1H)-pyridone → 2-(4-(Benzyloxy)-2-oxopyridin-1(2H)-yl)-N-(4-fluorobenzyl)-4-methylthiazole-5-carboxamide

Beteiligte Stoffe

Reaktionsschritte

Following the procedure as described in Example 3, making variations only as required to use 4-(benzyloxy)pyridin-2(1H)-one in place of 4-aminopyridin-2(1H)-one to react with 2-bromo-N-(4-fluorobenzyl)-4-methylthiazole-5-carboxamide in place of N-benzyl-2-bromo-4-methylthiazole-5-carboxamide, the title compound was obtained as a colorless solid in 92% yield: mp 223-225° C. (hexane/ethyl acetate); 1H NMR (300 MHz, CDCl3) δ 8.67 (t, J=8.1 Hz, 1H), 7.38-7.35 (m, 5H), 7.32-7.27 (m, 2H), 7.01 (t, J=8.6 Hz, 2H), 6.23 (dd, J=8.1, 2.3 Hz, 1H), 6.11 (t, J=5.5 Hz, 1H), 6.06 (d, J=2.3 Hz, 1H), 5.03 (s, 2H), 4.54 (d, J=5.5 Hz, 2H), 2.67 (s, 3H); 13C NMR (75 MHz, CDCl3) δ 167.4, 163.9, 162.2, 160.6, 153.5, 152.3, 134.5, 133.6, 131.5, 129.6, 128.8, 128.7, 127.7, 122.1, 115.8, 104.1, 97.3, 70.8, 43.3, 17.3; (ES+) m/z 450.2 (M+1).

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