反应详情

To a solution of 2-(4-((2S)-2-(aminomethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-1,1,1-trifluoro-2-propanol (108 mg, 0.240 mmol) in CH2Cl2 (3 mL) was added pyridine (50 μL, 0.618 mmol, Sigma-Aldrich, St. Louis, Mo.) followed by isopropylsulfonyl chloride (27.0 μL, 0.240 mmol, Sigma-Aldrich, St. Louis, Mo.). After stirring at room temperature for 12 h, Hünig's base (0.5 mL) and more isopropylsulfonyl chloride (27.0 μL, 0.240 mmol) were added. The mixture was then heated at 60° C. for 12 h. MeOH (2 mL) was added and the mixture was concentrated. The residue was partitioned between CH2Cl2 and saturated aqueous NH4Cl. The organic layer was concentrated and purified on silica gel (1 to 4% MeOH in CH2Cl2) then by preparative TLC (1 to 4% MeOH in CH2Cl2) to give N-(((2S)-4-(2-thiophenylsulfonyl)-1-(4-(2,2,2-trifluoro-1-hydroxy-1-methylethyl)phenyl)-2-piperazinyl)methyl)-2-propanesulfonamide (10 mg) as a mixture of two isomers.

1. temperatureThe mixture was then heated at 60° C. for 12 h
2. concentrationthe mixture was concentrated
3. customThe residue was partitioned between CH2Cl2 and saturated aqueous NH4Cl
4. concentrationThe organic layer was concentrated
5. custompurified on silica gel (1 to 4% MeOH in CH2Cl2)