4-(2-Amino-1-hydroxyethyl)benzene-1,3-diol → N-(4-{[4-(4-{[2-(2,4-Dihydroxyphenyl)-2-hydroxyethyl]amino}-1-piperidineyl)-anilino]sulfonyl}phenyl)acetamide

Participants

Reaction Steps

The title compound was prepared from N-{4-[4-(4-oxo-piperidin-1-yl)-phenylsulfamoyl]-phenyl}-acetamide (which was obtained in Example 216) and 2-amino-1-(2,4-dihydroxy-phenyl)-ethanol according to the procedure of Example 255 as a pale yellowish solid; 1H NMR (300 MHz, DMSO-d6) δ 1.55–1.75 (m, 2 H), 1.95–2.15 (m, 2 H), 2.08 (s, 3 H), 2.50–3.20 (m, 5 H), 3.60–3.70 (m, 2 H), 5.04–5.10 (m, 1 H), 6.65–6.75 (m, 1 H), 6.24 (dd, J=8.1, 2.1 Hz, 1 H), 6.32 (d, J=2.1 Hz, 1 H), 6.80 (d, J=9.0 Hz, 2 H), 6.88 (d, J=9.0 Hz, 2 H), 7.12 (d, J=8.1 Hz, 1 H), 7.59 (d, J=9.0 Hz, 2 H), 7.70 (d, J=9.0 Hz, 2 H), 9.26 (s, 1 H), 9.71 (brs, 1 H), 10.44 (s, 1 H); MS (ES) m/z: 541.4 (MH+); HRMS Calcd. for C27H33N4O6S (MH+): 541.2121. Found: 541.2084.

Provenance & Evidence