Piperidine → 5-(6-Oxo-4-piperidin-1-YL-6,7-dihydro-pyrrolo[2,3-D]pyrimidin-5-ylidenemethyl)-1H-pyrrole-2-carboxylic acid (2-morpholin-4-YL-ethyl)-amide

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To a mixture of 4-chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (85 mg, 0.5 mmol) and 5-formyl-1H-pyrrole-2-carboxylic acid (2-morpholin-4-yl-ethyl)-amide (125 mg, 0.5 mmol) in ethanol (4 mL) was added 0.2 mL of piperidine. The mixture was stirred at room temperature for 20 hours. The yellow precipitate was filtered after cooled with an ice bath, washed with cold ethanol and dried to give 114 mg (50.6%) of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 13.23 (br s, 1H, NH), 11.68 (br s, 1H, NH), 8.39 (m, 1H, CONHCH2), 8.32 (s, 1H, H-vinyl), 7.11 (s, 1H), 6.91-6.98 (m, 2H), 3.56 (m, 4H, 2×CH2), 3.38 (m, 6H, 3×CH), 2.39-2.47 (m, 6H, 3×CH2), 1.65 (m, 6H, 3×CH2). MS 452.2 [M++1].

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