Reaction Steps
From acid 18w, with a reflux time of 96 h and a recharge with an equal amount of CDI after 48 h, and obtained as a yellow solid (80%), mp 213-215° C. (from acetonitrile). 1H NMR (CDCl3): δ 2.50 [s, 6H, N(CH3)2], 2.78 (t, J=6.0 Hz, 2H, CH2CH2NMe2), 3.67 (s, 3H, NCH3), 3.77 (q, J=5.8 Hz, 2H, CH2CH2NMe2), 4.02 (s, 3H, ArOCH3), 7.22 (dd, J=9.1, 2.2 Hz, 1H, H-8), 7.43 (d, J=2.2 Hz, 1H, H-6), 7.85 (d, J=9.1 Hz, 1H, H-9), 8.53 (s, 1H, H-3), 9.14 (s, 1H, H-10), 11.36 (br s, 1H, CONH). 13C NMR (CDCl3): δ 36.8 (CH2CH2NMe2 and NCH3), 45.0 [N(CH3)2], 55.6 (ArOCH3), 57.7 (CH2CH2NMe2), 105.3 (CH, C-6), 108.8 (C-4), 117.3 (C-10a), 120.9 (CH, C-8), 121.4 (C-9a), 130.0 (CH, C-9), 138.3 (CH, C-10), 143.1 (CH, C-3), 149.7 (C-4a), 150.9 (C-5a), 162.5 (C-1), 163.4 (C-7), 164.4 (CONH).
