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ChemicalBook CAS DataBase List 5-Bromo-2-(tetrahydropyran-4-yloxy)pyridine
494772-07-5

5-Bromo-2-(tetrahydropyran-4-yloxy)pyridine synthesis

2synthesis methods
2081-44-9 Synthesis
Tetrahydro-4-pyranol

2081-44-9
293 suppliers
$6.00/1g

53939-30-3 Synthesis
5-Bromo-2-chloropyridine

53939-30-3
460 suppliers
$5.00/1g

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Yield:494772-07-5 240 mg

Reaction Conditions:

with potassium tert-butylate in tetrahydrofuran at 120; for 0.5 h;Microwave irradiation;

Steps:

268.2 268.1. 5-Bromo-2-(tetrahydro-pyran-4-yloxy)-pyridine

To a solution of 5-bromo-2-chloropyridine (250mg) in THF (1.5mL) was added KOtBu(152mg) and tetrahydro-4-pyranol (132 L) and the resulting solution was stirred under microwave conditions for 30min at 120°C. The reaction mixture was diluted with EA and washed with water and brine. The org. phases were dried (MgS04), filtrated off and evaporated to dryness. The residue was purified by CC (Biotage, SNAPIOg, solvent A: Hep; solvent B: EA; gradient in %B: 5 over 2CV, 5 to 10 over 2CV, 10 over 2CV) to afford 240mg of the title compound as white solid. LC-MS (A): tR = 0.89min; [M+H]+: 260.16.

References:

WO2021/219849,2021,A1 Location in patent:Page/Page column 247

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