HCID 10203569, compound → HCID 69460802, compound

Participants

Reaction Steps

Stir a mixture of 100 mg (0.23 mmol) of 3-(2-cyanobenzyl)-7,8-dimethoxy-1-ethyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one IIce, 10 mg of Raney nickel in 5 ml of MeOH under an H2 atmosphere at room temperature and pressure for 12 hours. Filter the suspension on celite, rinse three times with 10 ml of MeOH. Evaporate to dryness and purify by silica chromatography (AcOEt 5/CH2Cl2 4/EtOH 1, CH2Cl2 4/MeOH 1). Recrystallize in EtOH. Yield: 70%. M: 280° C. with degradation. 1H-NMR (CDCl3, 300 MHz): d 0.98–1.02 (m, 3H, CH3), 3.33–3.37 (m, 1H, 1H CHCH2), 3.54–3.59 (m, 5H, OCH3+1H NCH2CH3+1H CHCH2), 3.79–3.84 m, 1H, CHCH2), 3.89 (s, 3H, OCH3), 4.25–4.32 (m, 3H, CH2NH2+1H NCH2CH3), 6.40 (s, 1H Ar), 6.78 (s, 1H Ar), 7.02–7.63 (m, 10H Ar). Mass: (M+H)+=444.22

Provenance & Evidence