(6R,9R)-6-(2,3-difluorophenyl)-3-nitro-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-ol → (6R,9R)-3-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-ol

Participants

Reaction Steps

The mixture of Pd/C (37 mg, 0.035 mmol) and (6R,9R)-6-(2,3-difluorophenyl)-3-nitro-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-ol (300 mg, 0.937 mmol) in methanol (10 mL) was hydrogenated under H2 (balloon) for 4 h. LCMS showed the reaction was over. The reaction was filtered through a celite plug. The filtrate was concentrated to give the crude product. MS(ESI)[M+H+]=291.29; 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.84 (br.s., 1H) 7.02 (br.s., 3H) 6.79 (br.s, 1H) 5.90 (br.s, 1H) 4.74 (d, J=10.32 Hz, 1H) 3.87 (br.s., 2H) 3.06 (t, J=12.34 Hz, 1H) 2.86 (br.s., 1H) 2.62 (d, J=13.85 Hz, 1H) 2.26 (d, J=12.34 Hz,1H) 1.96-2.12 (m, 3H) 1.52 (br.s., 1H).

Provenance & Evidence