反应详情

温度

-70 °C

A solution of 5.62 ml (5.6 mmol) of lithium aluminium hydride (1 molar in THF) was slowly added to a solution of 3.55 g (9.4 mmol) of 5-bromo-3-methyl-2-(3-trifluoromethoxy-phenyl)-3H-imidazole-4-carboxylic acid methyl ester in 100 ml of THF cooled down to −70° C. The reaction mixture was warmed up to 0° C. and after 30 min cooled down to −50° C. and hydrolyzed with i) EtOAc, ii) H2O and iii) HCl (1N); after warming up to RT, it was extracted twice with EtOAc; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (n-heptane/EtOAc 9:1 to 1:1) to give 3.25 g (99%) of the title compound as colorless solid. MS: 351.0 (MH+, 1Br).

1. temperatureThe reaction mixture was warmed up to 0° C. and after 30 min
2. temperatureafter warming up to RT
3. extractionit was extracted twice with EtOAc
4. washthe organic phases were washed with water
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. customevaporated
8. customThe residue was purified by flash column chromatography (n-heptane/EtOAc 9:1 to 1:1)