4-((2S)-3-Amino-2-hydroxy-propoxy)-1,3-dihydrobenzoimidazol-2-one → N-{4-[4-({(2S)-2-Hydroxy-3-[(2-oxo-2,3-dihydro-1H-benzimidazol-4-yl)oxy]propyl}amino)-1-piperidineyl]phenyl}-1-octanesulfonamide

Participants

Reaction Steps

The title compound was prepared from octane-1-sulfonic acid [4-(4-oxo-piperidine-1-yl)-phenyl]-amide (which was obtained in Example 230) and (S)-4-[2-hydroxy-3-aminopropoxy]-1,3-dihydro-2H-benzimidazol-2-one (U.S. Pat. No. 5,786,356/1998) according to the procedure of Example 255 as an off-white solid; 1H NMR (300 MHz, DMSO-d6) δ 0.85 (t, J=7.0 Hz, 3H), 1.10-1.40 (m, 10H), 1.50-1.70 (m, 4H), 1.95-2.16 (m, 2H), 2.67 (brt, J=11.1 Hz, 2H), 2.93 (brt, J=7.9 Hz, 2H), 2.95-3.20 (m, 3H), 3.62-3.75 (m, 2H), 4.00-4.12 (m, 2H), 4.12-4.30 (m, 1H), 6.59 (d, J=7.8 Hz, 1H), 6.63 (d, J=8.3 Hz, 1H), 6.80-7.00 (m, 3H), 7.07 (d, J=9.0 Hz, 2H), 9.33 (brs, 1H), 10.60 (brs, 1H), 10.75 (brs, 1H); MS (ES) m/z: 574.1 (MH+); HRMS Calcd. for C29H44N5O5S(MH+): 574.3063. Found: 574.3084.

Provenance & Evidence