反应详情

To a solution of 1-benzhydrylpiperazine (0.54 g, 2.14 mmol) in dichloromethane (20 mL) under nitrogen was added the product from Example 58D (0.71 g, 2.14 mmol) followed by N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.82 g, 4.29 mmol) and N,N-dimethylpyridin-4-amine (0.013 g, 0.11 mmol). The reaction mixture was stirred overnight at room temperature. The reaction was concentrated and the residue was partitioned in ethyl acetate/water (8:2, 400 mL). The organic layer was washed with water followed by brine, dried over magnesium sulfate, filtered, and concentrated. Silica gel chromatography eluting with ethyl acetate/hexane (1:3) gave the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 7.37-7.41 (m, 4H), 7.25-7.33 (m, 8H), 7.16-7.23 (m, 2H), 6.94-7.01 (m, 4H), 4.19 (s, 1H), 4.14 (s, 2H), 3.58 (t, J=4.7 Hz, 2H), 3.49 (t, J=6.5 Hz, 2H), 3.38-3.42 (m, 2H), 2.75 (t, J=6.5 Hz, 2H), 2.36 (t, J=4.8 Hz, 2H), 2.29 (t, J=4.6 Hz, 2H).

1. concentrationThe reaction was concentrated
2. customthe residue was partitioned in ethyl acetate/water (8:2, 400 mL)
3. washThe organic layer was washed with water
4. dry with materialdried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. washSilica gel chromatography eluting with ethyl acetate/hexane (1:3)