反应详情

温度

60 °C

7.84 g (14.52 mmol) 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-(1-cyclopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-5-carboxylic acid methyl ester were dissolved in 400 mL MEOH. 72.59 mL (72.59 mmol) of a 1 M aqueous LiOH-solution were added and the resulting mixture was stirred for 7 h at 60° C. The solution was concentrated to a volume of approx. 200 mL and acidified by the addition of a 4 M aqueous HCl-solution until pH≈1 was reached. After 30 minutes the resulting precipitate was filtered off and washed several times with cold MeOH. Recrystallization from MEOH gave pure 1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-2-(1-cyclopropyl-piperidin-4-ylcarbamoyl)-1H-benzoimidazole-5-carboxylic acid in form of a colorless, crystalline solid. The title compound was obtained as its monohydrochloride.

1. concentrationThe solution was concentrated to a volume of approx. 200 mL
2. additionacidified by the addition of a 4 M aqueous HCl-solution until pH≈1
3. filtrationAfter 30 minutes the resulting precipitate was filtered off
4. washwashed several times with cold MeOH
5. customRecrystallization from MEOH