HCID 86625191, compound → HCID 86625192, compound

Participants

Reaction Steps

To (1S,4S)-2-(2-fluoroethyl)-5-{1-[3-(methyloxy)-4-nitrophenyl]-4-piperidinyl}-2,5-diazabicyclo[2.2.1]heptane (0.22 g, 0.58 mmol) in EtOAc (10 mL) was added Pd (10%) on carbon (50 mg). The reaction was evacuated then refilled with H2 gas from a balloon. The reaction was stirred under a balloon atmosphere of H2 for 4 days. The reaction was evacuated and the atmosphere replaced with N2. The solution was filtered to remove Pd/C and rotovaped down to give the title compound of step D as a purple oil (200 mg, 0.57 mmol, 98% yield). 1H NMR (400 MHz, CDCl3) δ 6.62 (d, J=8.4 Hz, 1H), 6.51 (d, J=2.6 Hz, 1H), 6.41 (dd, J=8.4, 2.6 Hz, 1H), 4.62-4.39 (m, 2H), 3.82 (s, 3H), 3.57 (br s, 1H), 3.47-3.38 (m, 2H), 3.35 (br s, 1H), 2.98-2.56 (m, 8H), 2.46-2.39 (m, 1H), 1.97-1.53 (m, 6H).

Provenance & Evidence