反应详情

温度

0 °C

To a solution of 5-(4-chlorophenyl)-1-methyl-1H-imidazole-4-carbonitrile (520 mg, 2.4 mmol) in toluene (13 mL) at 0° C. was added (3,5-difluorobenzyl)magnesium bromide (12.5 mL of a 0.25 M solution in diethylether). The reaction was stirred 20 min at 0° C. then let warm to ambient temperature. After stirring for 40 min, the reaction was cooled to 0° C. 2-Butanol (8 mL) and MeOH (4 mL) were added followed by addition of NaBH4 (135 mg, 3.6 mmol) and stirred for 20 min. The reaction was quenched by addition of saturated aqueous NH4Cl and extracted with EtOAc. The organics were separated, washed with saturated aqueous NaHCO3, and dried with saturated aqueous NaCl. Solvents were removed in vacuo and the residue purified by column chromatography on silica to provide the desired product. MS (m/z) 348.3 [M+H]+.

1. temperaturethen let warm to ambient temperature
2. stirringAfter stirring for 40 min
3. temperaturethe reaction was cooled to 0° C
4. stirringstirred for 20 min
5. customThe reaction was quenched by addition of saturated aqueous NH4Cl
6. extractionextracted with EtOAc
7. customThe organics were separated
8. washwashed with saturated aqueous NaHCO3
9. dry with materialdried with saturated aqueous NaCl
10. customSolvents were removed in vacuo
11. customthe residue purified by column chromatography on silica