HCID 24780398, compound → HCID 66884731, compound

Participants

Reaction Steps

Compound 4 (0.50 g, 1.21 mmol) was dissolved in MeOH (5.0 mL) and TEA (0.51 mL, 3.63 mmol) was added. The solution was stirred at rt for 48 hr and warmed to 35° C. from 48 to 72 hr. The reaction was removed from heat, concentrated in vacuo, then submitted to flash chromatography (0-100% EtOAc-DCM) yielding 0.298 g (66%) of 5 as a white powder: 1H NMR (400 MHz, DMSO-d6): 8.33 (1H, s), 6.85 (2H, bs), 5.85 (1H, d, J=2.3 Hz), 5.52 (1H, d, J=4.1 Hz), 4.79-4.83 (1H, m), 4.71 (1H, septet, J=6.2 Hz), 4.35-4.41 (1H, m), 4.23 (1H, dd, J1=3.8 Hz, J2=11.9 Hz), 4.06 (1H, dd, J1=8.0 Hz, J2=11.9 Hz), 2.40-2.47 (1H, m), 1.86-1.91 (1H, m), 1.20 (3H, d, J=1.4 Hz), 1.19 (3H, d, J=1.4 Hz); [M+H]+ at m/z 370.9. Analysis calc'd for C14H18N4O6S: C, 45.40; H, 4.90; N, 15.13; S, 8.66. Found: C, 45.07; H, 4.84; N, 14.70; S, 8.51.

Provenance & Evidence