ChemicalBook CAS DataBase List 2-Bromo-5-hydroxypyridine

2-Bromo-5-hydroxypyridine synthesis

7synthesis methods

Product Name:2-Bromo-5-hydroxypyridine
CAS Number:55717-45-8
Molecular formula:C5H4BrNO
Molecular Weight:174

223463-14-7 Synthesis

223463-14-7
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$6.00/250mg

55717-45-8
280 suppliers
$5.00/250mg

Yield:55717-45-8 88%

Reaction Conditions:

Stage #1: 6-bromopyridin-3-ylboronic acidwith dihydrogen peroxide;acetic acid in tetrahydrofuran at 0 - 20;
Stage #2: with sodium hydrogencarbonate in tetrahydrofuran;water;

Steps:

99.1

Step 1; 2-Bromo-pyridin-5-ol:; To a solution of 6-bromopyridin-3-ylboronic acid (9.5 g, 43.48 mmol) in THF (180 mL) was added oxydol (8.8 g, 98.35 mmol) dropwise with stirring at 0 ⁰C. After 10 minutes, acetic acid (5.6 g, 93.33 mmol) was added dropwise with stirring at O ⁰C. The resulting solution was stirred overnight at room temperature. The product was precipitated after addition OfNaHSO₃ and NaHCO₃. The resulting solution was extracted with EtOAc (3 x 80 mL) and the organic layers were combined and dried over MgSO₄, The solvent was concentrated to give 7 g (88%) of 2-bromo-pyridin-5-ol.

References:

WO2006/55187,2006,A1 Location in patent:Page/Page column 90

624-28-2 Synthesis