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ChemicalBook CAS DataBase List 5-Bromo-2-fluoropyridine
766-11-0

5-Bromo-2-fluoropyridine synthesis

5synthesis methods
6-Fluoronicotinic acid

403-45-2

5-Bromo-2-fluoropyridine

766-11-0

A. Synthesis of 2-fluoro-5-bromopyridine: 2.2 g (15.6 mmol) of 6-fluoronicotinic acid, 5.1 g of red mercuric oxide (HgO) and 1.2 ml of bromine were dissolved in 100 ml of carbon tetrachloride (CCl4) to form a suspension. The reaction was carried out under reflux conditions for 5 hours and subsequently cooled to room temperature. The reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under vacuum. The residue was dissolved in hexane, filtered again and the filtrate was concentrated under vacuum to give 1.73 g (63% yield) of 2-fluoro-5-bromopyridine, the product being a light yellow oil.

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Yield:766-11-0 1.73 g (63%)

Reaction Conditions:

with bromine;mercury(II) oxide in tetrachloromethane;hexane;

Steps:

1.A A.

A. 2-Fluoro-5-bromopyridine A suspension of 2.2 g (15.6 mmol) of 2-fluoro-5-pyridine-carboxylic acid, 5.1 g of HgO (red) and 1.2 ml of bromine in 100 ml of CCl4 was irradiated (by) under reflux for 5 h, cooled to room temperature, filtered through celite, and the filtrate was concentrated in vacuo. The residue was dissolved in hexane, filtered, and the filtrate was concentrated in vacuo to afford 1.73 g (63%) of 2-fluoro-5-bromopyridine, as a pale yellow oil.

References:

US5618821,1997,A

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