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ChemicalBook CAS DataBase List 5-BROMO-2-METHYLPYRIDIN-3-AMINE
914358-73-9

5-BROMO-2-METHYLPYRIDIN-3-AMINE synthesis

3synthesis methods
911434-05-4 Synthesis
5-Bromo-2-methyl-3-nitropyridine

911434-05-4
231 suppliers
$6.00/1g

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Yield:914358-73-9 95%

Reaction Conditions:

with iron;ammonium chloride in methanol;water at 80; for 2 h;

Steps:

4.1.16. 5-bromo-2-methylpyridin-3-amine (16)

2-methyl-3-nitro-5-bromopyridine (15) (13 g, 60 mmol, 1.0 equiv),reduced iron powder (8.4 g, 150 mmol, 2.5 equiv), ammonium chloride(8.1 g, 150 mmol, 2.5 equiv) were added to 100 mL methanol/water (V/V = 4:1) and then transferred to 80 C reflux reaction for 2 h. After thereaction was completed, it was filtered under hot suction, and then thefiltrate was concentrated under reduced pressure to dryness of mostsolvent. Subsequent addition of 100 mL water, suction filtration anddrying it gave a white solid 10.6 g, yield 95%. 1H NMR (400 MHz,CDCl3) δ: 8.29 (d, J = 1.9 Hz, 1H), 7.29 (d, J = 2.1 Hz, 1H), 5.41 (s, 2H),2.28 (s, 3H).

References:

Li, Xiandeng;Yang, Tao;Hu, Mengshi;Yang, Yingxue;Tang, Minghai;Deng, Dexin;Liu, Kongjun;Fu, Suhong;Tan, Yan;Wang, Huan;Chen, Yong;Zhang, Chufeng;Guo, Yong;Peng, Bin;Si, Wenting;Yang, Zhuang;Chen, Lijuan [Bioorganic Chemistry,2022,vol. 121,art. no. 105669]

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