4-((2S)-3-Amino-2-hydroxy-propoxy)-1,3-dihydrobenzoimidazol-2-one → HCID 69654824, compound

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Reaction Steps

The title compound was prepared from N-{4-[4-(4-oxo-piperidine-1-yl)-phenylsulfamoyl]-phenyl}-acetamide (which was obtained in Example 216) 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 a white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.60-1.80 (m, 2H), 2.00-2.15 (m, 2H), 2.06 (s, 3H), 2.50-2.70 (m, 2H), 2.90-3.20 (m, 3H), 3.60-3.75 (m, 2H), 4.15-4.25 (m, 1H), 5.70 (brs, 1H), 6.61 (t, J=8.7 Hz, 1H), 6.80-6.92 (m, 5H), 7.60 (d, J=9.0 Hz, 2H), 7.70 (d, J=9.0 Hz, 2H), 9.72 (brs, 1H), 10.42 (s, 1H), 10.65 (s, 1H), 10.80 (s, 1); MS (ES) m/z: 595.2 (MH+); HRMS Calcd. for C29H35N6O6S(MH+): 595.2339. Found: 595.2332.

Provenance & Evidence