HCID 66786129, compound → HCID 56933183, compound

Participants

Reaction Steps

Methyl 2-(1-((R)-3-(tert-butoxycarbonylamino)-4-(naphthalen-2-yl)butanoyl)piperidin-3-yl)-1-(3-methoxypropyl)-1H-benzo[d]imidazole-7-carboxylate (440) (0.04 mmol, 25 mg) in DCM (5 mL) was added TEA (1 mL). The reaction solution was stirred at rt for 1 hr and then concentrated in vacuo. The residue was purified by preparative LC/MS (20-50% a CH3CN in H2O) to afford methyl 2-(1-((R)-3-amino-4-(naphthalen-2-yl)butanoyl)piperidin-3-yl)-1-(3-methoxypropyl)-1H-benzo[d]imidazole-7-carboxylate (112) (0.018 mmol, 10 mg, yield: 45.0%). ESI-MS: 543.5 m/z (M+H)+. 1H NMR (400 MHz, MeOD) δ ppm 1.52-1.74 (m, 2H) 1.85-2.11 (m, 4H) 2.15-2.32 (m, 2H) 2.65 (s, 2H) 2.69-2.89 (m, 4H) 2.90-3.09 (m, 4H) 3.23 (s, 1H) 3.35 (t, J=5.53 Hz, 1H) 3.40-3.50 (m, 1H) 3.89 (d, J=13.83 Hz, 1H) 4.34-4.44 (m, 2H) 4.57 (dd, 2H) 4.66 (d, 0.1=13.07 Hz, 2H) 7.43 (t, J=8.12 Hz, 1H) 7.47-7.53 (m, 2H) 7.56 (t, J=8.72 Hz, 1H) 7.76-7.93 (m, 4H) 7.93-7.98 (m, 2H).

Provenance & Evidence