反应详情

To a solution of 120 mg of 1-(1-ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid in 1 ml of dry DMF 25 mg of HOAT, 85 mg of EDC and 0.36 ml of DIPEA were added at 0° C. After 15 min 108 mg of (S)-3-Methyl-1-(4H-[1,2,4]triazole-3-sulfonylmethyl)-butylamine-hydrochloride were added and the reaction was stirred at rt for 20 h. The reaction was then poured into water and the pH was adjusted to 3 by the addition of 2 M aqueous hydrochloric acid. The reaction was extracted with ethyl acetate three times. The combined organic phases were washed with 2 M aqueous hydrochloric acid, saturated sodium bicarbonate solution and brine, dried over magnesium sulphate and concentrated. After purification by HPLC 163 mg (82%) of 1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid [(S)-3-methyl-1-(4H-[1,2,4]-triazole-3-sulfonylmethyl)-butyl]-amide were obtained.

1. extractionThe reaction was extracted with ethyl acetate three times
2. washThe combined organic phases were washed with 2 M aqueous hydrochloric acid, saturated sodium bicarbonate solution and brine
3. dry with materialdried over magnesium sulphate
4. concentrationconcentrated
5. customAfter purification by HPLC 163 mg (82%) of 1-(1-Ethyl-propyl)-2-thiophen-2-ylmethyl-1H-benzoimidazole-5-carboxylic acid [(S)-3-methyl-1-(4H-[1,2,4]-triazole-3-sulfonylmethyl)-butyl]-amide
6. customwere obtained