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ChemicalBook CAS DataBase List 4-AMINO-3-BROMO-2-METHOXYPYRIDINE
215364-86-6

4-AMINO-3-BROMO-2-METHOXYPYRIDINE synthesis

3synthesis methods
20265-39-8 Synthesis
4-Amino-2-methoxypyridine

20265-39-8
252 suppliers
$6.00/1g

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Yield: 96.6%

Reaction Conditions:

with N-Bromosuccinimide in dichloromethane at 25; for 4 h;

Steps:

A Step A.3-Bromo-2-methoxypyridin-4-amine.
To a solution of 2-methoxypyridin-4-amine (5.0 g, 40.28 mmol) in DCM (10 mL) was added NBS (7.17 g, 40.28 mmol) at 0°C. Then the reaction mixture was stirred at 25°C for 4 hrs. The solvent was removed under reduced pressure. The residue was purified by column chromatography (SiO2, Petroleum ether/EtOAc=5/1 to 2/1) to give the title compound (7.9 g, 38.91 mmol, 96.60% yield) as a yellow oil.1H NMR (400 MHz, CDCl3) d = 7.67 (d, J = 5.6 Hz, 1H), 6.26 (d, J = 5.6 Hz, 1H), 3.90 (s, 3H).

References:

JANSSEN BIOTECH, INC.;CISAR, Justin;KUDUK, Scott;WANG, Chao-yuan;SIMONNET, Yvan Rene Ferdinand;KEOHANE, Colleen Elizabeth WO2020/144638, 2020, A1 Location in patent:Page/Page column 86