HCID 66791954, compound → HCID 56933313, compound

Participants

Reaction Steps

tert-Butyl (R)-1-(4-(4-hydroxypiperidin-1-yl)phenyl)-4-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)-4-oxobutan-2-ylcarbamate (0.325 mmole, 206 mg) in DCM (10 mL) was added TEA (2 mL). The reaction solution was stirred at rt for 1 hr and then concentrated in vacuo. The residue was purified by preparative LC/MS (10-15% CH3CN in H2O) to afford (R)-3-Amino-4-(4-(4-hydroxypiperidin-1-yl)phenyl)-1-((R)-3-(1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidin-1-yl)butan-1-one (234) (0.024 mmole, 13 mg, two-step yield: 7.5%). ESI-MS: m/z 534.7 (M+H)+. 1H NMR (400 MHz, MeOD) δ ppm 1.20-1.43 (m, 5H) 1.78-2.39 (m, 4H) 2.69-3.11 (m, 4H) 3.10-3.17 (m, 1H) 3.15-3.24 (m, 3H) 3.27 (s, 3H) 3.35-3.55 (m, 2H) 3.66-3.78 (m, 2H) 3.80-3.89 (m, 1H) 3.90-4.00 (m, 2 H) 4.37-4.46 (m, 1H) 4.48-4.58 (m, 1H) 4.59-4.67 (m, 2H) 4.67-4.76 (m, 1H) 7.30-7.35 (m, 1H) 7.38-7.46 (m, 3H) 7.55-7.67 (m, 2H) 7.73-7.82 (m, 1H) 7.83-7.93 (m, 1H).

Provenance & Evidence