Acetic Acid → HCID 10553603, compound

Participants

Reaction Steps

To a stirred solution of ethyl 3-(4-{4-[((2R)-2-hydroxy-2-{4-hydroxy-3-[(methylsulfonyl)amino]phenyl}ethyl)amino]-1-piperidinyl}anilino)-3-oxopropanoate (which was obtained in Example 371)(0.23 g, 0.43 mmol) in distilled water (3 mL) and ethanol (2 mL) was added 1 N sodium hydroxide (2 mL). The reaction was stirred at room temperature for 1 hr. The reaction mixture was made acidic (pH 6) with glacial acetic acid, concentrated, triturated with water, ether, ethyl acetate to give the title compound as a light yellow solid (0.13 g, 59%); 1H NMR (300 MHz, DMSO-d6) δ 1.30–1.45(m, 2 H), 1.80–1.95 (m, 2 H), 2.50–2.80 (m, 5 H), 2.90 (s, 2 H), 2.91(s, 3 H), 3.45–3.60 (m, 2 H), 4.48–4.53(m, 1 H), 6.80–6.90(m, 3H), 7.00(d, J=8.3 Hz, 1 H), 7.18 (d, J=1.6 Hz, 1 H), 7.38(d, J=9.0 Hz, 2 H), 11.50–11.60(m, 1 H); MS (ES) m/z: 505.3 (M−H)−; HRMS Calcd. for C23H31N4O7S (MH+): 507.1908. Found: 507.1895.

Provenance & Evidence