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wittiger(½ð±Ò+2): СµÜ 2011-02-22 23:31:39

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wittiger(½ð±Ò+5): ¸øÁ¦£¬¾¹È»Ô­ÎͼÕÒ³öÀ´ÁË£¬Ð»Ð»£¡ 2011-02-22 23:32:25

5; 17:
To a round bottom flask equipped with a magnetic stir bar was added 7-benzyloxy-4-(2-fluoro-4-nitro-phenoxy)-6- methoxy-quinoline (2.9 g, 6.9 mmol, l.Oeq) and 33percent HBr in acetic acid (30 ml). The mixture was stirred at room temperature for 3 hours and diluted with ether to give a pale white solid. The solid was filtered, washed with ether and dried to yield 4-(2-Fluoro-4- nitro-phenoxy)-6-methoxy-quinolin-7-ol as a pale white solid (2.74 g, 97.5percent yield). 1H NMR (400 MHz, CDCl3): 11.89 (bs, IH), 8.87 (d, IH), 8.57 (d, IH), 8.30 (d, IH), 7.89 (m, IH), 7.73 (s, IH), 7.55 (s, IH), 4.03 (s, 3H); MS (EI) for Ci6H11FN2O5: 421 (IVH-H+).; Example 17 EPO [0267] N-{3-Fluoro-4-r6-methoxy-7-(l-methyl-piperidin-4-ylmethoxy)-quinolin-4- yloxy] -phenyll -N'-phenethyl-oxalamide. To a flask containing 7-benzyloxy-4-(2-fmoro-4- nitro-phenoxy)-6-methoxy-quinoline (850 mg, 2.0 mmol) was added 20 mL of 30percent HBr in AcOH. The resulted solution was stirred for 4 h at rt; at this time, a large amount of precipitate formed. The crude product was filtered, washed with Et2O and dried in air, giving 4-(2-fluoro-4-nitro-phenoxy)-6-methoxy-7-hydroxyquinoline (609 mg, 92percent yield).
6Â¥2011-02-22 16:37:40
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