2-BROMO-3-FLUOROPYRIDINE 1-OXIDE synthesis

Yield:1239205-57-2 50%

Reaction Conditions:

Stage #1: 2-bromo-3-fluoropyridinewith 3-chloro-benzenecarboperoxoic acid in dichloromethane at 0; for 0.5 h;
Stage #2: with sodium hydrogencarbonate in dichloromethane;

Steps:

102.1

To a solution of 2 bromo-3-fluoro pyrdine (300 mg, 1.67 mmol) in CH₂Cl₂ (40 mL) was added m-chloroperbenzoic acid (520 mg, 3.5 mmol) at 0° C. After the reaction mixture was stirred for 30 min, sat. NaHCO₃ was added. The aqueous layer was extracted with CH₂Cl₂. The combined organic layers were dried (Na₂SO₄), filtered and concentrated. Purification of the residue by column chromatography [CH₂Cl₂/MeOH (10:1 v/v)]gave 2-bromo-3-fluoro-2H-pyridin-1-ol (50%) as colorless oil which was used without further purification. MS (ESI) m/z=195 (MH⁺).

References:

US2010/204265,2010,A1 Location in patent:Page/Page column 130