反应详情

A quantity of 1.0 g (3.75 mmol) of methyl [4-(4-chlorophenyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]acetate (prepared according to WO 2007/134862 Example 323A) was dissolved with 796 mg (4.13 mmol) of 3-bromo-1,1,1-trifluoropropan-2-ol in 50 ml of acetone, 1.47 g (4.50 mmol) of caesium carbonate were added at RT, and the mixture was heated under reflux for 16 h. For work-up, it was cooled to RT and admixed with 50 ml of water. It was neutralised by addition of 1M hydrochloric acid and extracted with three times 50 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude product was purified by preparative HPLC [Method 19]. This gave 171 mg (13% of theory) of the target compound.

1. additionwere added at RT
2. temperaturethe mixture was heated
3. temperatureunder reflux for 16 h
4. extractionextracted with three times 50 ml of ethyl acetate
5. dry with materialThe combined organic phases were dried over sodium sulphate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe crude product was purified by preparative HPLC [Method 19]