HCID 11202234, compound → HCID 11420068, compound

Participants

Reaction Steps

To a solution of (E)-(S)-4-(3-biphenyl-4-yl-ureido)-5-phenyl-pent-2-enoic acid (2-isopropylamino-ethyl)-amide (Example 21) (0.03 g, 0.06 mmol) in EtOH (0.64 mL) was added Pd/C (10%, 0.011 g). The reaction vessel was sealed, flushed with N2 followed by evacuation (3×), and was then placed under H2 (1 atm), and the contents were stirred at rt for 3 h. The suspension was filtered through diatomaceous earth, which was washed with copious amounts of MeOH. The filtrate was concentrated under reduced pressure to afford 0.03 g (99%) of the desired product as a white solid. MS (electrospray): mass calculated for C29H36N4O2, 472.28; m/z found, 473.3 [M+H]+, 495.2 [M+Na]+. 1H NMR (400 MHz, CDCl3): 7.85 (br s, 1H), 7.50–7.09 (m, 14H), 6.84 (br s, 1H), 5.72 (br d, J=7.8 Hz, 1H), 4.12–4.00 (m, 1H), 3.32–3.23 (m, H), 3.20–3.12 (m, 1H), 2.80 (dd, J=13.6, 6.3 Hz, 1H), 2.70–2.56 (m, 5H), 2.20 (br t, J=6.8 Hz, 2H), 1.79–1.72 (m, 1H), 1.69–1.60 (m, 1H), 0.89 (d, J=6.3 Hz, 6H).

Provenance & Evidence