4-((2S)-3-Amino-2-hydroxy-propoxy)-1,3-dihydrobenzoimidazol-2-one → Methyl[4-({4-[4-({(2s)-2-hydroxy-3-[(2-oxo-2,3-dihydro-1h-benzimidazol-4-yl)oxy]propyl}amino)-1-piperidineyl]anilino}sulfonyl)phenoxy]acetate

Participants

Reaction Steps

The title compound was prepared from {4-[4-(4-oxo-piperidin-1-yl)-phenylsulfamoyl]-phenoxy}-acetic acid methyl ester (which was obtained in Example 232) 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 278 as a pale yellowish solid; 1H NMR (300 MHz, DMSO-d6) δ 1.20–1.40 (m, 2 H), 1.75–1.90 (m, 2 H), 2.50–2.85 (m, 5 H), 3.30–3.50 (m, 2 H), 3.69 (s, 3 H), 3.80–4.05 (m, 3 H), 4.87 (s, 2 H), 6.56 (d, J=7.8 Hz, 1 H), 6.61 (d, J=8.1 Hz, 1 H), 6.65–6.90 (m, 5 H), 7.02 (d, J=9.0 Hz, 2 H), 7.59 (d, J=9.0 Hz, 2H), 10.60 (s, 1 H), 10.75 (brs, 1 H); MS (ES) m/z: 626.1 (MH+); HRMS Calcd. for C30H36N5O8S (MH+): 626.2285. Found: 626.2298.

Provenance & Evidence