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ChemicalBook CAS DataBase List 2-(2-BROMOPYRIDIN-4-YL)-1-(6-METHYLPYRIDIN-2-YL)ETHANONE
446880-80-4

2-(2-BROMOPYRIDIN-4-YL)-1-(6-METHYLPYRIDIN-2-YL)ETHANONE synthesis

3synthesis methods
4926-28-7 Synthesis
2-Bromo-4-methylpyridine

4926-28-7
451 suppliers
$5.00/1g

2-(2-BROMOPYRIDIN-4-YL)-1-(6-METHYLPYRIDIN-2-YL)ETHANONE

446880-80-4
9 suppliers
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Yield:446880-80-4 70%

Reaction Conditions:

with sodium hexamethyldisilazane in tetrahydrofuran at -30 - 20;

Steps:

1 Intermediate 1:2-[2-bromo-pyridin-4-yl]-1- (6-methyl-pyridin-2-yl)- ethanone

To a solution of 2-bromo-4-methyl-pyridine (5 g, [29MMOL)] in dry THF (70 ml), was added dropwise a solution of sodium bis- (trimethylsilyl) amide 2M in THF (32 ml, 2.2eq) [AT-30°C] under nitrogen. The mixture was stirred [AT-30°C] for 1 h, then 6- methylpicolinic acid methyl ester (4.82 g, 32. 3mmol, 1. [1 EQ)] was added. The reaction mixture was stirred at room temperature overnight. Diethyl ether was added and the precipitated solid filtered and washed with diethyl ether. The solid was diluted with saturated NH4CI solution and the aqueous phase extracted with ethyl acetate. The organic layer was dried over [NA2SO4] and concentrated. The resulting orange powder was washed with pentane to give the title compound as a yellow solid (5.84 g, 70%); [[APCI] MS] [M/Z] 292 (MH+).

References:

WO2004/16606,2004,A1 Location in patent:Page 19