Lithium Hydroxide → HCID 71679023, compound

Participants

Reaction Steps

Synthesized following general saponification procedure using the following quantities: 19c (115 mg, 0.23 mmol); LiOH (6.7 mg, 0.28 mmol); THF/MeOH/H2O (4.5 ml: 1.5 ml: 1.5 ml); yielded 34 as a white solid (48 mg, 44.2%). 1H NMR (DMSO-d6, 400 MHz): δ 12.57 (s, 1H); 9.06-9.05 (d, 1H, J=1.92 Hz); 8.81-8.79 (d, 1H, J=7.8 Hz); 7.93-7.91 (d, 2H, J=8.4 Hz); 7.76 (s, 1H); 7.55-7.53 (d, 2H, J=8.4 Hz); 7.45-7.44 (d, 1H, 1.8 Hz); 4.98-4.93 (q, 1H); 4.25 (s, 1H): 3.66-3.65 (d, 1H, J=1.8 Hz); 3.42-3.41 (d, 1H, J=1.8 Hz): 3.35-3.22 (m, 2H). 13C NMR (DMSO-d6, 100 MHz): 170.08, 169.03, 165.98, 158.25, 154.33, 152.54, 148.47, 134.95, 132.61, 126.26, 121.32, 116.75, 110.20, 83.87, 81.99, 53.15, 53.08, 51.88, 33.05. ESI-HRMS (m/z): [M+H+] calcd. for C21H16N4O5S2: 469.0635; observed, 469.0627; HPLC method 1: Rt=12.5 min, Purity=95.7%.

Provenance & Evidence