4-broMo-5-iodopyridin-2-aMine
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4-broMo-5-iodopyridin-2-aMine
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CAS No:
1186115-39-8
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Formula:
C5H4BrIN2
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Chemical Name:
4-broMo-5-iodopyridin-2-aMine
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Synonyms:
4-Bromo-5-iodopyridin-2-amine;SCHEMBL1505777;2-Amino-4-bromo-5-iodopyridine;CTK8C4078;KS-00000QOE;DTXSID10728647;ANW-71025;ZINC85224837;AKOS016008223;DS-4293
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CAS No:
4-broMo-5-iodopyridin-2-aMine Use and Manufacturing
(200.0mg, 0.7mmol) was added to 1, 4-dioxane (5.0mL) and water (1.0mL), Join in order1-isopropyl-5- (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxolane-2-yl) pyridine-2 (1H) -one(210.4 mg, 0.8 mmol), potassium carbonate (193.2 mg, 1.4 mmol), and Pd (dppf) Cl2 (29.3 mg, 0.04 mmol), After replacing with nitrogen three times, the reaction was carried out at 80 C for 10 hours.After the reaction is completed, cool to room temperature.Don't deal with it, directly send the next reaction.Dissolve 2-amino-4-bromopyridine (1.0 g, 5.8 mmol) in a mixed solvent of N, N-dimethylformamide (6.0 mL) and chloroform (20.0 mL), and add N-iodosuccinimide Amine (2.6 g, 11.6 mmol) was reacted at 60 C for 10 hours.After the reaction is completed, cool to room temperature and pour the reaction solution into water.Extracted with ethyl acetate, combined organic phases, dried, filtered, concentrated, The residue was purified by silica gel column chromatography (eluent: ethyl acetate / petroleum ether = 1/2), The title compound (0.6 g, yield: 35%) was obtained in this step.To a solution of 4-bromopyridin-2-amine (2.5 g, 14.45 mmol) in DMF (6 mL)/chloroform (20 mL), l-iodopyrrolidine-2, 5-dione (6.50 g, 28.90 mmol) was added. The reaction mixture was stirred at 45 0C for 2 d. The cholorform was removed under reduced pressure and the remaining solution was poured into water (15mL) and extracted with EtOAc (15 mL x 3). The organic phase was concentrated under reduced pressure. Purification by column chromatography (silica, eluted with Hex/EtOAc) provided the title compound (3.2 g).MS (ESP): 298(MH+) for C1H1BrIN2.1H-NMR (DMSO-dfi): 4.51 (br. 2H); 6.80 (s. IH); 8.35 (s. IH).A solution of