HCID 70978090, compound → HCID 70978092, compound

Participants

Reaction Steps

1-{4-[4-Bromo-1-(cyclopropylmethyl)-1H-benzotriazol-5-yl]benzyl}-3-methylimidazolidine-2,4-dione (Example 10, 20 mg, 0.044 mmol) was dissolved in methanol (7 mL) and sparged under nitrogen. The vessel was charged with Pd/C (4.7 mg, 1 equiv), sparged under an atmosphere of hydrogen (1 atm) and vigorously stirred for 2 hours. The mixture was sparged under and atmosphere of nitrogen, filtered through a pad of Celite and the pad was washed with methanol (20 mL). The mixture was concentrated in vacuo and the residue was purified by preparative reverse phase HPLC (95:5 to 5:95; water containing 0.1% trifluoroacetic acid:acetonitrile containing 0.1% trifluoroacetic acid), providing the titled compound: 1H-NMR (400 MHz, d6-DMSO) δ 8.29 (1H, s), 8.02 (1H, d, J=9.2 Hz), 7.78 (1H, dd, J=8.7, 1.4 Hz), 7.78 (2H, d, J=8.3 Hz), 7.42 (2H, d, J=8.1 Hz), 4.64 (2H, d, J=7.3 Hz), 4.56 (2H, s), 3.93 (2H, s), 2.90 (3H, s), 1.43-1.35 (1H, m), 0.59-0.55 (2H, m), 0.51-0.48 (2H, m) ppm; high resolution mass spectrometry (ES+) m/z 376.1763 [(M+H)+; calculated for C21H22N5O2: 376.1768].

Provenance & Evidence