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-piperidineyl}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, 6H), 1.70-1.95 (m, 2H), 2.60-2.80 (m, 5H), 2.83 (s, 2H), 2.91 (s, 3H), 3.45-3.70 (m, 4H), 4.55-4.65 (m, 1H), 6.81 (d, J=8.0 Hz, 1H), 6.90 (d, J=8.7 Hz, 2H), 7.09 (d, J=8.7 Hz, 2H), 7.07 (s, 1H); MS (ES) m/z: 563.2 (MH+); HRMS Calcd. for C27H39N4O7S(MH+): 563.2461. Found: 563.2526.

Provenance & Evidence