반응 #748128

반응 방정식

2-[3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[2-(trifluoromethyl)benzyl]-acetamide

caesium carbonate

1-iodo-2-chloroethane

→

2-[4-(2-chloroethyl)-3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[2-(trifluoromethyl)benzyl]-acetamide

용매

ethyl acetate

toluene

water

반응 조건

후처리

1. 1
   workup.ADDITIONis added
2. 2
   온도the mixture is heated for 7 hrs at 80° C. with vigorous stirring
3. 3
   세척washed once each with water, 10% sodium thiosulphate and saturated ammonium chloride solution
4. 4
   건조The organic phase is dried over sodium sulphate
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타The crude product is purified by preparative HPLC [Method 9]
8. 8
   기타195 mg (41% of theory) of the target compound are thus obtained

실험 절차

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.

출처