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1007883-29-5

2-broMo-1-(2-chloropyriMidin-5-yl)ethanone synthesis

2synthesis methods
2-chloro-5-(1-ethoxyethenyl)Pyrimidine

122372-20-7
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2-broMo-1-(2-chloropyriMidin-5-yl)ethanone

1007883-29-5
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Yield:1007883-29-5 75%

Reaction Conditions:

with N-Bromosuccinimide in tetrahydrofuran;water at 0; for 2 h;

Steps:

15

In a 1 L round-bottomed flask, 2-chloro-5-(1-ethoxyvinyl)pyrimidine (8.6 g, 46.6 mmol) was combined with tetrahydrofuran (500 ml) and water (26 ml) to give a colorless solution. N-Bromosuccinimide (8.29 g, 46.6 mmol) was added by portions at 0° C., the reaction mixture was stirred at 0° C. for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate, the organic layers were washed by brine and dried over sodium sulfate and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 10% to 20% ethyl acetate/hexanes) to afford 2-bromo-1-(2-chloropyrimidin-5-yl)ethanone as white solid (8.33 g, 75%).

References:

US2012/230951,2012,A1 Location in patent:Page/Page column 79