4,6-Dibromo-2-chloropyridin-3-ol synthesis

Yield:1232433-22-5 95%

Reaction Conditions:

with N-Bromosuccinimide in acetonitrile;Darkness;

Steps:

15

Example 15 Preparation of 4,6-dibromo-2-chloropyridin-3-ol 2-Chloropyridin-3-ol (2 g, 15.44 mmol) and N-bromosuccinimide (NBS; 6.05 g, 34.0 mmol) were dissolved in CH₃CN (75 mL) and stirred in an aluminum-foil-covered round bottom flask overnight. The reaction mixture was then concentrated under vacuum, and the residue was applied to the top of a silica gel column utilizing CH₂Cl₂. The product was eluted from the column (5-40% EtOAc/hexanes gradient) to yield the title compound as an oil (4.2 g, 95%): ¹H NMR (300 MHz, CDCl₃) δ 7.60 (s, 1H), 5.85 (s, 1H); ESIMS m/z 286 ([M-H]^-).

References:

US2013/5574,2013,A1 Location in patent:Page/Page column 18