2-bromo-3′-methoxyacetophenone, an alkylating agent, has been used to stabilize clopidogrel active metabolite (AM) in human plasma. It has also been used in the derivatisation of active metabolites in blood to ensure its stability during sample processing and storage.
General procedure for the synthesis of 2-bromo-3'-methoxyacetophenone from 3-methoxyacetophenone: To a stirred yellow solution of clarified 1-(3-methoxyphenyl)acetophenone (20 mL, 139 mmol) in tetrahydrofuran (250 mL) was added in batches of tribromobenzyltrimethylammonium (54.7 g, 145 mmol) and stirring was continued for 1 h at room temperature. After completion of the reaction, the ammonium salt was removed by filtration and the filter cake was washed with ether. Subsequently, the filtrate was concentrated under reduced pressure to give the oily product 2-bromo-1-(3-methoxyphenyl)ethanone (32.6 g, 142 mmol) which could be used without further purification in quantitative yield.
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