反应详情

500 mg (1.01 mmol) of 2-[3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[2-(trifluoromethyl)benzyl]-acetamide from Example 243A are dissolved in 10 ml of toluene with 230 mg (1.01 mmol) of benzyltriethylammonium chloride. Next, a solution of 658 mg (2.02 mmol) of caesium carbonate, dissolved in 1.0 ml water, is added, and the mixture vigorously stirred at RT for 30 mins. After addition of 1.92 g (10.13 mmol) of 1-iodo-2-chloroethane, the mixture is heated for 7 hrs at 80° C. with vigorous stirring. The suspension is then diluted with ethyl acetate and washed once each with water, 10% sodium thiosulphate and saturated ammonium chloride solution. The organic phase is dried over sodium sulphate, filtered and concentrated in vacuo. The crude product is purified by preparative HPLC [Method 9]. 195 mg (41% of theory) of the target compound are thus obtained.

1. additionis added
2. temperaturethe mixture is heated for 7 hrs at 80° C. with vigorous stirring
3. washwashed once each with water, 10% sodium thiosulphate and saturated ammonium chloride solution
4. dry with materialThe organic phase is dried over sodium sulphate
5. filtrationfiltered
6. concentrationconcentrated in vacuo
7. customThe crude product is purified by preparative HPLC [Method 9]
8. custom195 mg (41% of theory) of the target compound are thus obtained