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ChemicalBook CAS DataBase List 5-Amino-2-bromopyridine
13534-97-9

5-Amino-2-bromopyridine synthesis

7synthesis methods
2-Bromo-5-nitropyridine

4487-59-6

5-Amino-2-bromopyridine

13534-97-9

General procedure for the synthesis of 5-amino-2-bromopyridine from 2-bromo-5-nitropyridine: To a solution of 2-bromo-5-nitropyridine (2.03 g, 10 mmol) in ethanol (48 mL) was added sequentially iron powder (2.8 g, 50 mmol), concentrated hydrochloric acid (1.9 mL) and water (9.1 mL). The reaction mixture was stirred under reflux conditions for 5 hours. After completion of the reaction, it was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure, the pH was adjusted to 7-8 with base and subsequently extracted with dichloromethane (DCM). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the reddish brown solid product 5-amino-2-bromopyridine (1.58 g, 91.3% yield).

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Yield:13534-97-9 88.5% ，462-08-8 11.5%

Reaction Conditions:

with hydrogen in water;toluene at 50; under 4500.45 Torr; for 5 h;Reagent/catalyst;

Steps:

1; 1; 2; 2; 3; 4; 5; 6; 7; 8; 9
Reactant: 2.5 mmol of 2-Bromo-5-nitrobenzene represented by the formula (C1-1) Pressure of hydrogen: 0.6 MPa Reaction temperature: 50° C. (Example 1, Example 2, Examples 4 to Example 9), 100° C. (Example 3, Comparative Example 1) Reaction time: 5 hours

References:

N.E. CHEMCAT CORPORATION;Suzuka, Hiroyasu;Mizusaki, Tomoteru;Nakaya, Yusuke;Wada, Yoshiyuki US2020/290967, 2020, A1 Location in patent:Paragraph 0097-0111

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