5-Bromo-2-(4-methoxybenzyloxy)pyridine synthesis
- Product Name:5-Bromo-2-(4-methoxybenzyloxy)pyridine
- CAS Number:663955-79-1
- Molecular formula:C13H12BrNO2
- Molecular Weight:294.14
13466-38-1
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105-13-5
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663955-79-1
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Yield:663955-79-1 79.2 %
Reaction Conditions:
with tributylphosphine;diethylazodicarboxylate in tetrahydrofuran at 20;Inert atmosphere;
Steps:
21.a Step (a): preparation of 5-bromo-2-[(4-methoxyphenyl)methoxy]pyridine (compound 21.2)
To a solution of 5-bromopyridin-2-ol (compound 21.1, 3.0 g, 17.24 mmol), (4-methoxyphenyl)methanol (3.60 g, 26.06 mmol) and Bu3P (5.28 g, 26.1 mmol) in THF (60 mL) was slowly added DEAD (4.50 g, 25.85 mmol) at 20 °C under N2, then the reaction mixture was stirred at 20 °C for another 2 hrs. The reaction mixture was concentrated to give the residue which was further purified by flash chromatography (silica gel, 120 g, 5% to 10% EA in PE) to afford compound 21.2 (4.0 g, 79.2 % yield). MS: calc'd 294, 296 [(M+H)+]; measured 294, 296 [(M+H)+].
References:
WO2022/243346,2022,A1 Location in patent:Page/Page column 66-67
624-28-2
713 suppliers
$5.00/5g
105-13-5
546 suppliers
$5.00/5G
663955-79-1
36 suppliers
$40.00/250mg