反应详情

温度

70 °C

3-Nitro-2-(Boc-piperazine)pyridine 6 (1.765 g, 5.72 mmol) was dissolved in methanol (15 mL) at room temperature. Then Pd(OH)2 (1.234 g) and cyclohexene (2.0 mL, 19.52 mmol) were added. The resulting mixture was heated at 70° C. for 2 h. The mixture was concentrated to remove the solvent. DCM was added and then it was filtered through a pad of silica gel, washed with DCM and 10% MeOH/DCM. The collected solution was concentrated and dried under high vacuum to afford a slight pink solid as the product (1.384 g, 87% yield). 1H-NMR (CDCl3): 7.794 (dd, J=5.0 Hz and 1.5 Hz, 1H, Ar—H), 6.956 (dd, J=7.5 Hz and 1.5 Hz, 1H, Ar—H), 6.854 (dd, J=7.5 Hz and 5.0 Hz, 1H, Ar—H), 3.783 (br, 2H, NH2), 3.571 (t, J=4.5-5.0 Hz, 4H, 2 CH2), 3.059 (t, J=4.5-5.0 Hz, 4H, 2 CH2), 1.482 (s, 9H, 3 CH3). LC-MS: 279.2 (MH+). (ref. Romero D. L. et al. J. Med. Chem. 37, 999-1014, 1994.)

1. concentrationThe mixture was concentrated
2. customto remove the solvent
3. additionDCM was added
4. filtrationit was filtered through a pad of silica gel
5. washwashed with DCM and 10% MeOH/DCM
6. concentrationThe collected solution was concentrated
7. customdried under high vacuum