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ETHYL (5-BROMO-1H-BENZIMIDAZOL-2-YL)ACETATE synthesis

2synthesis methods
1312435-81-6 Synthesis
5-Bromo-2-(cyanomethyl)benzimidazole

1312435-81-6
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ETHYL (5-BROMO-1H-BENZIMIDAZOL-2-YL)ACETATE

944903-92-8
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Yield:944903-92-8 99%

Reaction Conditions:

with hydrogenchloride in ethyl acetate; for 2 h;Reflux;

Steps:

12

To a solution of Compound 37 (1.62 g, 6.86 mmol) in ethanol (40 mL) was added 4N hydrochloric acid (ethyl acetate solution) (17.16 ml, 68.6 mmol), then the reaction mixture was refluxed for 2 hours. The part of the solvent was removed under reduced pressure. To the reaction solution was added 10% aqueous sodium bicarbonate solution, then the reaction solution was extracted with ethyl acetate. The extraction was washed respectively with water and brine, then dried over magnesium sulfate. The solvent was removed under reduced pressure, then the obtained residue was purified by column chromatography to give Compound 38 (1.92 g, 99%). Compound 38; 1H-NMR (CDCl3) δ: 1.33 (t, J=7.2 Hz, 3H), 4.06 (s, 2H), 4.27 (q, J=7.2 Hz, 2H), 7.35 (d, J=6.3 Hz, 2H), 10.42 (brs, 1H)

References:

US2012/253040,2012,A1 Location in patent:Page/Page column 33

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