Acetic Acid → HCID 10076548, compound

Participants

Reaction Steps

To a stirred solution of ethyl 3-(butyl-4-(4-[((2R)-2-hydroxy-2-{4-hydroxy-3-l}ethyl)amino]-1-piperidinyl}anilino)-3-oxopropanoate (which was obtained in Example 373)(0.23 g, 0.39 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 hour. The mixture was acidified (pH 6) with glacial acetic acid, concentrated, triturated with water, ethyl acetate, ether, and dried under vacuum to give the titled compound as a tan solid (0.04 g, 19%); 1H NMR (300 MHz, DMSO-d6) δ 1.20–1.50(m, 6 H), 1.70–1.95 (m, 2 H), 2.60–2.80 (m, 5 H), 2.83 (s, 2 H), 2.91(s, 3 H), 3.45–3.70 (m, 4 H), 4.55–4.65(m, 1 H), 6.81(d, J=8.0 Hz, 1 H), 6.90(d, J=8.7 Hz, 2 H), 7.09 (d, J=8.7 Hz, 2 H), 7.07(s, 1 H); MS (ES) m/z: 563.2(MH+); HRMS Calcd. for C27H39N4O7S(MH+): 563.2461. Found: 563.2526.

Provenance & Evidence