反応 #1883992

反応方程式

dichloromethane

4-[4-(5-fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-2-methyl-3-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-piperazine-1-carboxylic acid methylamide

trifluoroacetic acid

→

compound

収率 102.7%

1-[4-(5-Fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-3-methyl-4-methylcarbamoyl-piperazine-2-carboxylic acid

収率 102.7%

溶媒

water

反応条件

後処理

1. 1
   濃縮then was concentrated in vacuo
2. 2
   workup.ADDITIONThe residue was diluted with methanol (20 ml) and water (6 ml) and cesium carbonate (45 ml of a 10% solution in water)
3. 3
   workup.ADDITIONwas added to the mixture
4. 4
   温度then was cooled to about 23° C.
5. 5
   抽出extracted with ethyl acetate
6. 6
   洗浄The organic layer was washed with brine
7. 7
   乾燥dried with sodium sulfate
8. 8
   濃縮concentrated in vacuo

実験手順

To a dichloromethane (7 ml) solution of 4-[4-(5-fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-2-methyl-3-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-piperazine-1-carboxylic acid methylamide (compound of formula XLIV, 376 mg, 0.67 mmol) at about 23° C. was added water (0.14 ml) and trifluoroacetic acid (0.14 ml). The reaction mixture was stirred for about 0.5 hour then was concentrated in vacuo. The residue was diluted with methanol (20 ml) and water (6 ml) and cesium carbonate (45 ml of a 10% solution in water) was added to the mixture. The reaction mixture was heated to about 40° C. for about 24 hours then was cooled to about 23° C., acidified with hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine and dried with sodium sulfate and concentrated in vacuo, to give 330 mg of a compound of formula XLVI.

出典