Ammonium formate → Methyl 2-((1r,4r)-4-(4-(5-aminopyridin-2-yl)phenyl)cyclohexyl)acetate

Participants

Reaction Steps

To a solution of {4-[4-(5-Nitro-pyridin-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester (1.4 g, 4.0 mmol) in 20 Ml EtOH was added Pd/C (0.4 g) followed by ammonium formate (2 g). The reaction mixture was heated to reflux for 4 h, then cooled to room temperature and filtered through Celite. Removal of solvent in vacuo afforded the title compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.08-1.20 (m, 2 H) 1.43-1.54 (m, 1 H) 1.48 (dd, J=12.57, 2.46 Hz, 2H) 1.81 (d, J=11.75 Hz, 6 H) 2.26 (d, J=6.69 Hz, 2 H) 3.61 (s, 3 H) 6.98 (dd, J=8.59, 2.78 Hz, 1 H) 7.24 (d, J=8.34 Hz, 2 H) 7.57 (d, J=8.59 Hz, 1 H) 7.81 (d, J=8.34 Hz, 2 H) 8.00 (d, J=2.65 Hz, 1 H); (M+H)+ 325.2.

Provenance & Evidence