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ChemicalBook CAS DataBase List 3-Bromo-2-fluoropyridine
36178-05-9

3-Bromo-2-fluoropyridine synthesis

8synthesis methods
-

Yield:36178-05-9 73%

Reaction Conditions:

with cesium fluoride in dimethyl sulfoxide at 130; for 4 h;

Steps:

3-Bromo-2-fluoropyridine(3B')
General procedure: To a solution of 2,3-dichloropyridine(1.00 g, 6.76 mmol) in DMSO (33.8 ml) was added CsF (2.053 g, 13.51mmol) at room temperature. The mixture was stirred at 110 °C under air for 20h. The mixture was quenched with water at room temperature and extracted withEtOAc. The organic layer was separated, washed with water and brine, dried overNa2SO4 and concentrated in vacuo. The residue waspurified by column chromatography (silica gel, eluted with EtOAc in hexane) togive 3-chloro-2-fluoropyridine (0.639 g, 4.86 mmol, 71.9 %) as colorlessoil. Thecompound 3B'-8B' were prepared in amanner similar to that described for 2B'.

References:

Katoh, Taisuke;Tomata, Yoshihide;Tsukamoto, Tetsuya;Nakada, Yoshihisa [Tetrahedron Letters,2015,vol. 56,# 44,p. 6043 - 6046] Location in patent:supporting information

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