反应详情

A stirred solution of 1-(4-aminophenyl)-5-methylthio-3-(4-pyridyl)-1H-1,2,4-triazole (Example 1) (100 mg, 0.35 mmol) and 3-methylthiophene-2-carboxaldehyde (44 mg, 0.35 mmol) in 5% acetic acid in MeOH (4 mL) at room temperature was treated with sodium cyanoborohydride (55 mg, 0.88 mmol) and the reaction mixture was further stirred at room temperature for 48 h. The reaction mixture was concentrated, diluted with EtOAc, washed with NaHCO3 solution, brine and dried (MgSO4). The residue obtained on concentration was flash chromatographed on silica gel and eluted with a gradient of dichloromethane/acetone (9/1 to 3/1). The title compound was obtained as a white solid (85 mg).

1. concentrationThe reaction mixture was concentrated
2. additiondiluted with EtOAc
3. washwashed with NaHCO3 solution, brine
4. dry with materialdried (MgSO4)
5. customThe residue obtained on concentration
6. customchromatographed on silica gel
7. washeluted with a gradient of dichloromethane/acetone (9/1 to 3/1)