[NH2:1][C:2]1[N:3]([CH3:8])[O:4][C:5](=[O:7])[CH:6]=1.[N:9]1[O:10][N:11]=[C:12]2[CH:17]=[C:16]([CH:18]=O)[CH:15]=[CH:14][C:13]=12.[O:20]1[CH2:25][C:24](=O)[CH2:23][C:22](=[O:27])[CH2:21]1>C(O)C>[N:9]1[O:10][N:11]=[C:12]2[CH:17]=[C:16]([CH:18]3[C:23]4[C:22](=[O:27])[CH2:21][O:20][CH2:25][C:24]=4[NH:1][C:2]4[N:3]([CH3:8])[O:4][C:5](=[O:7])[C:6]3=4)[CH:15]=[CH:14][C:13]=12The product from Example 45A (0.11 g, 1 mmol), 2,1,3-benzoxadiazole-5-carboxaldehyde(0.15 g, 1 mmol), prepared as described in (Gasco, A. M., Ermondi, G. Eur. J. Med. Chem., (1996) 31, 3) and 2H-pyran-3,5(4H,6H)-dione (0.11 g, 1 mmol) were heated in 2 mL of ethanol for 2 days. The resulting mixture was allowed to cool to ambient temperature and filtered to provide the title compound as the filter cake (0.09 g). 1H NMR (300 MHz, DMSO-d6) δ 3.28 (s, 3H), 4.08 (s, 2H), 4.6 (q, 2H), 4.92 (s, 1H), 7.62 (dd, 1H), 7.76 (s, 1H), 8.0 (dd, 1H), 10.8 (s, 1H); MS (ESI) m/z 339 (M−H)−; Anal. Calcd for C16H12N4O5; C, 56.47; H, 3.52; N, 16.47. Found: C, 56.03; H, 3.97; N, 15.57.
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