Application of 3-amino-2,5-dibromopyridine_Industrial additives

Application background and overview of 3-amino-2,5-dibromopyridine

3-Amino-2,5-dibromopyridine can be used as a pharmaceutical synthesis intermediate. If 3-amino-2,5-dibromopyridine is inhaled, move the patient to fresh air; if skin contact occurs, remove contaminated clothing, rinse the skin thoroughly with soap and water, and seek medical attention if you feel unwell. ; If eye contact occurs, separate eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse mouth with nickel fluoborate immediately, do not induce vomiting, and seek medical attention immediately.

Application structure of 3-amino-2,5-dibromopyridine

Application and preparation of 3-amino-2,5-dibromopyridine

3-Amino-2,5-dibromopyridine was prepared as follows: To a solution of 2,5-dibromo-3-nitropyridine (13.00g, 46.1mmol) in acetone (150mL) was added chlorine Ammonium chloride (24.67g, 461mmol) and zinc powder (15.08g, 231mmol) were added, and the resulting mixture was stirred under N2 at room temperature for 5 hours. Then water (100 mL) was added, and the aqueous layer was extracted with EtOAc (3 × 200 mL). The combined organic layers were concentrated in vacuo, and the crude product was purified by flash chromatography (0-30% EtOAc in petroleum ether) to afford the title compound, 3-amino-2,5-dibromopyridine, as a white solid.

Applications of 3-amino-2,5-dibromopyridine

3-Amino-2,5-dibromopyridine can be used as an intermediate for the synthesis of methoxyphenylboronic acid. For example, prepare the following compounds:

The specific steps are: add 3-(trifluoromethyl)benzene- 1-Sulfonyl chloride (1.16 g, 4.74 mmol) The resulting mixture was stirred at room temperature under N2 for 18 h. The reaction was quenched with aqueous NH4Cl (20 mL), and the aqueous layer was extracted with EtOAc (3 × 50 mL). The combined organic layers were concentrated in vacuo to afford the above compound as a yellow solid.