{4-[4-(3-Methoxy-5-nitro-pyridin-2-yl)-phenyl]cyclohexyl}-acetic acid methyl ester → {4-[4-(5-Amino-3-methoxy-pyridin-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester

Participants

Reaction Steps

To a solution of {4-[4-(3-Methoxy-5-nitro-pyridin-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester (0.14 g) in 10 Ml EtOAc was added 30 mg Pd/C. The reaction vessel was purged with hydrogen, then stirred overnight under a balloon atmosphere of hydrogen. Filtration through Celite followed by removal of solvent in vacuo afforded the title compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 0.94-1.02 (m, 1 H) 1.01 (s, 3 H) 1.31 (td, J=12.57, 9.98 Hz, 2 H) 1.64 (d, J=11.37 Hz, 4 H) 2.09 (d, J=6.82 Hz, 2 H) 3.44 (s, 3 H) 3.59 (s, 3 H) 5.25 (s, 2 H) 6.52 (d, J=2.02 Hz, 1 H) 7.02 (d, J=8.34 Hz, 2 H).7.47 (d, J=2.02 Hz, 1 H) 7.54 (d, J=8.34 Hz, 2 H); (M+H)+ 355.1.

Provenance & Evidence