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ChemicalBook CAS DataBase List 2-Amino-5-bromo-4-methylpyridine

2-Amino-5-bromo-4-methylpyridine synthesis

5synthesis methods
-

Yield:98198-48-2 71%

Reaction Conditions:

with dihydrogen peroxide;1-butylpyridinium bromide;toluene-4-sulfonic acid in 1,2-dimethoxyethane at 80; for 24 h;Schlenk technique;Inert atmosphere;Green chemistry;regioselective reaction;

Steps:

General procedure for the bromination of 2-aminopyridines with 1-butylpyridinium bromide
General procedure: To a mixture of 2-aminopyridine (0.5 mmol, 1 equiv), p-TSA (0.4 mmol,0.8 equiv), 1-butylpyridinium bromide (1.5 mmol, 3 equiv) in a 50 mL Schlenk tube were added 1,2-dimethoxyethane (2 mL) under air. Then H2O2 (1.2 mmol, 2.4 equiv) was added. The mixture was stirred at 80°C for 24 h. And then the mixture was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to give the products.

References:

Xu, Tong;Zhou, Wen;Wang, Jing;Li, Xue;Guo, Jun-Wen;Wang, Bin [Tetrahedron Letters,2014,vol. 55,# 36,p. 5058 - 5061] Location in patent:supporting information

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