Ethanol → HCID 178440119、化合物

関与物質

反応条件

反応手順

To a mixture of 5-bromo-4-(4-((2-isopropyloxazol-4-yl)methyl)piperazin-1-yl)-3-nitropyridin-2-amine (0.065 g, 0.15 mmol), EtOH (0.85 mL), and DMF (0.15 mL), was added 4-(morpholinomethyl)benzaldehyde (0.040 g, 0.19 mmol) followed by a freshly prepared aqueous solution of Na2S2O4 (1M; 0.49 mL, 0.49 mmol). The reaction mixture was heated at 85° C. for 24 h, then allowed to cool to room temperature and the solvents were removed in vacuo. The residue was purified by column chromatography on a Biotage SP1 system eluting with methanol (10-30%) in ethyl acetate. The title compound was isolated as a pale yellow solid (0.002 g, 2.4%) after trituration with ether; 1H-NMR (500 Mz, DMSO-d6): δ 1.27 (d, J=7 Hz, 6H, iPr—CH3), 2.38 (m, 4H), 2.65 (m, 4H), 3.05 (m, 1H, iPr—CH), 3.44 (s, 2H, NCH2), 3.54 (s, 2H, NCH2), 3.59 (t, J=4.5 Hz, 4H), 3.66 (m, 4H), 7.47 (d, J=7.5 Hz, 2H, ArH), 7.87 (s, 1H, oxazole 5-H), 8.14 (d, J=8.0 Hz, 2H, ArH), 8.23 (s, 1H, imidazo[4,5-b]pyridine 5-H), 13.49 (br s, 1H, imidazo[4,5-b]pyridine N—H); LC (Method B)-MS (ESI, m/z) 2.43 min—580/582 [(M+H)+, Br isotopic pattern]. ESI-HRMS: Found: 580.2036, calculated for C28H35BrN7O2 (M+H)+: 580.2035.

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