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ChemicalBook CAS DataBase List 5-broMo-3-Methoxypyrazin-2-ol

5-broMo-3-Methoxypyrazin-2-ol synthesis

2synthesis methods
-

Yield:89282-38-2 59%

Reaction Conditions:

with sulfuric acid;NaNO2 in lithium hydroxide monohydrate at 0 - 5; for 2 h;

Steps:

A.2 Step 2:

To a mixture of 5-bromo-3-methoxypyrazin-2-amine (3.50 g, 17.30 mmol) in sulfuric acid (50 mL , 5% in water) was added a solution of sodium nitrite (1.30 g, 19.03 mmol) in water (2 mL ) at 0-5 °C. The mixture was stirred at 0-5 °C for 2 h. The mixture was extracted with ethyl acetate. The organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by flash column chromatography with 0-50% ethyl acetate in petroleum ether to afford 5-bromo-3-methoxypyrazin-2-ol (2.10 g, 59%) as a yellow solid. MS m/z 205.0, 207.0 [M+1]+. 1H NMR (400 MHz, methyl sulfoxide-d6) δ 12.26 (s, 1 H), 7.26 (s, 1H), 3.83 (s, 3H).

References:

WO2022/20342,2022,A1 Location in patent:Page/Page column 40; 127

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