反应详情

温度

0 °C

To a mixture of 4-iodo-benzene-1,2-diamine (1.5 g, 6.4 mmol) and (S)-N-Cbz-2-piperidine-carboxylic acid (available commercially at Aldrich) (1.7 g, 6.4 mmol) in DMF (20 mL) at 0° C. is added DIPEA (3.3 mL, 19.2 mmol) followed by HATU (3.0 g, 7.69 mmol). The reaction mixture is stirred at 0° C., brought to room temperature and stirred overnight. The reaction mixture is than concentrated in vacuum and the residue is dissolved in AcOH (15 mL) and stirred at 60° C. for 4 hours. The mixture is concentrated in vacuum and the residue is dissolved in EtOAc and washed with water, 1N HCl and brine, dried over sodium sulfate and concentrated in vacuum. The residue is purified by flash column chromatography on silica gel (MeOH/DCM 0% to 20%) to give the title compound (1.4 g, 47%).

1. custombrought to room temperature
2. stirringstirred overnight
3. concentrationthan concentrated in vacuum
4. dissolutionthe residue is dissolved in AcOH (15 mL)
5. stirringstirred at 60° C. for 4 hours
6. concentrationThe mixture is concentrated in vacuum
7. dissolutionthe residue is dissolved in EtOAc
8. washwashed with water, 1N HCl and brine
9. dry with materialdried over sodium sulfate
10. concentrationconcentrated in vacuum
11. customThe residue is purified by flash column chromatography on silica gel (MeOH/DCM 0% to 20%)