ChemicalBook CAS DataBase List 2-Bromo-3-hydroxypyridine

2-Bromo-3-hydroxypyridine synthesis

11synthesis methods

Product Name:2-Bromo-3-hydroxypyridine
CAS Number:6602-32-0
Molecular formula:C5H4BrNO
Molecular Weight:174

24100-18-3
250 suppliers
$6.00/1g

6602-32-0
396 suppliers
$10.00/1g

Yield:6602-32-0 94%

Reaction Conditions:

with hydrogen bromide in dichloromethane at 140;Inert atmosphere;

Steps:

2-Bromo-3-hydroxypyridine (22b)

2-bromo-3-methoxypyridine (295 mg, 1.57 mmol) was heated in hydrobromide acid (5 ml) to 140 °C and stirred overnight. The solution was neutralized with a saturated sodium bicarbonate solution and extracted three times with ethyl acetate. The combined organic layers were dried over Na₂SO₄ and the solvent was removed under reduced pressure. Yield: 258 mg (94 %), white crystals. ¹H-NMR((CD₃)₂CO, 500 MHz): δH = 9.26 (s, 1H), 7.89 (dd, J = 1.6, 4.4 Hz, 1H), 7.32-7.36 (m,1H), 7.23-7.27 (m, 1H); ¹³C-NMR ((CD₃)₂CO, 125 MHz): δC = 152.4, 142.1, 131.9, 125.3, 124.5.

References:

Hu, Qingzhong;Kunde, Jessica;Hanke, Nina;Hartmann, Rolf W. [European Journal of Medicinal Chemistry,2015,vol. 96,p. 139 - 150] Location in patent:supporting information