反应详情

1.36 g (3 mmol) of 4-({[(4-chloro-2-methylphenyl)amino]carbonyl}amino)-1-[4-(trifluoromethyl)benzyl]-1H-imidazole-2-carboxylic acid (Example 20A) are dissolved in 6 ml of absolute DMF, and 0.58 g (3.6 mmol) of N,N-carbonyldiimidazole is added. The reaction mixture is stirred at RT for 3 h. Then 18.4 g (16.5 ml, 297 mmol) of 1,2-ethanediol and 303 mg (418 μl, 3 mmol) of triethylamine are added. The reaction mixture is stirred at 50° C. for 1.5 h and at RT overnight. Dilution with water is followed by extraction twice with ethyl acetate. The combined extracts are washed twice with saturated sodium bicarbonate solution, once with water and twice with saturated sodium chloride solution, dried over magnesium sulphate and concentrated in vacuo. The residue from evaporation is purified by chromatography on silica gel with cyclohexane/ethyl acetate as eluent.

1. stirringThe reaction mixture is stirred at 50° C. for 1.5 h and at RT overnight
2. extractionDilution with water is followed by extraction twice with ethyl acetate
3. washThe combined extracts are washed twice with saturated sodium bicarbonate solution, once with water and twice with saturated sodium chloride solution
4. dry with materialdried over magnesium sulphate
5. concentrationconcentrated in vacuo
6. customThe residue from evaporation
7. customis purified by chromatography on silica gel with cyclohexane/ethyl acetate as eluent