HCID 23052519, compound → HCID 67791159, compound

Participants

Reaction Steps

1-Benzyloxy-4-ethyl-3-(4-methoxybenzylamino)-2-oxo-2,5-dihydropyrrole (72 mg, 205 μmol) was hydrogenated on platinum (IV) oxide (9.6 mg) in ethyl acetate (10 ml) and acetic acid (100 μl) at atmospheric pressure for 20 h. The mixture was filtered, washed with sodium hydrogen carbonate solution and brine, dried (MgSO4), and evaporated in bacuo to give cis-1-benzyloxy-4-ethyl-3-(4-methoxybenzylamino)pyrrolidin-2-one (72 mg, 100%) as an oil. 1H NMR (250 MHz, CDCl3) δ7.3-7.5 (5 H, m, Ph), 7.26 (2 H, d, J=9 Hz, MeOCCH), 6.84 (2 H, d, J=9 Hz MeOCCHCH), 4.98 (2 H, s, OCH2), 3.80 (2 H, s, CH2NH), 3.78 (3 H, s, OMe), 3.30 (1 H, d, J=8.5 Hz, NCH), 3.25 (1 H, dd, J=6 and 10 Hz, CHAHBNO), 2.95 (1 H, dd, J=3 and 10 Hz, CHAHBNO), 2.0-2.1 (1 H, m, CHCH2), 1.5-1.6 and 1.0-1.1 (2 H, m, CH2CH3), 0.74 (3 H, t, J=7.5 Hz, CH3), m/z (CI, NH3) 249 (M-MeOC6H4 +H).

Provenance & Evidence